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Structure of 56643-83-5

Chemical Structure| 56643-83-5

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Product Details of [ 56643-83-5 ]

CAS No. :56643-83-5
Formula : C14H14N4
M.W : 238.29
SMILES Code : C1(CN2C=CN=C2)=CC=C(CN3C=CN=C3)C=C1
MDL No. :MFCD06598031
InChI Key :NKUFFYFOBGGDTP-UHFFFAOYSA-N
Pubchem ID :1257389

Safety of [ 56643-83-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 56643-83-5 ] Show Less

Physicochemical Properties

Num. heavy atoms 18
Num. arom. heavy atoms 16
Fraction Csp3 0.14
Num. rotatable bonds 4
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 69.51
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

35.64 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.11
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

1.29
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.18
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

0.94
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

1.7
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.64

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.52
Solubility 0.713 mg/ml ; 0.00299 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-1.64
Solubility 5.48 mg/ml ; 0.023 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-4.27
Solubility 0.0127 mg/ml ; 0.0000533 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Moderately soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

Yes
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

Yes
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

Yes
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

Yes
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-6.84 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.48

Application In Synthesis of [ 56643-83-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 56643-83-5 ]

[ 56643-83-5 ] Synthesis Path-Downstream   1~13

  • 1
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 23351-91-9 ]
  • [ 1201845-74-0 ]
YieldReaction ConditionsOperation in experiment
In water; at 20℃; under 760.051 Torr; General procedure: In a typical mechanochemical reaction, 0.09mmol of each reactant, i.e. 27mg of Co(NO3)2.6H2O (or 9mg of Co(OH)2 or 27mg of Zn(NO3)2·6H2O or 8mg of ZnO), 23mg of H2BrIP and 22mg of BIX, were taken in a mortar and gently kneaded with a pestle for 30?45min at ambient temperature. The desired crystalline product was obtained by the hydrothermal method when the metal salt:H2BrIP:BIX ratio was 1:1:2; however, the mechanochemical syntheses were executed with 1:1:1 reactants stoichiometry. The obtained material was allowed to stand overnight in an ambient atmosphere. In the case of liquid assisted grinding (LAG), 100muL solvent (water or methanol) was added to the dry reactants before grinding was commenced and kneading was performed for 15?30min. A color change was observed in all cases with an increase in grinding time and a violet colored homogeneous powder was obtained on completion of the reactions. Thus, Nitrate1Unknown node type: bNitrate1Neat, Nitrate1Unknown node type: bNitrate1MeOH, Hydroxide1Unknown node type: b2Unknown node type: bHydroxide1H2O, Nitrate1Unknown node type: b2Unknown node type: bNitrate1H2O, Nitrate2Unknown node type: b2Unknown node type: bNitrate2H2O and Oxide2Unknown node type: b2Unknown node type: bOxide2H2O were synthesized, where the subscripts ?Nitrate?, ?Hydroxide? or ?Oxide? indicate the anion of metal salts used and the superscripts ?Neat?, ?MeOH? or ?H2O? represent the solvent-free, methanol or water assisted kneading processes respectively. Thus, the subscripts and superscripts in the designated samples are used as identity to the metal precursor and grinding protocol respectively. The prepared samples were characterized by PXRD and FTIR analyses. Experimental elemental analysis did not show results consistent with calculated values due to varying minute amounts of the unreacted precursors. However, the samples prepared by LAG followed by washing with methanol or acetone showed expected elemental composition.
  • 2
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 569-51-7 ]
  • [ 56643-83-5 ]
  • [(zinc(II))2(hydroxy)(μ4-benzene-1,2,3-tricaboxylate)(1,4-bis(imidazol-1-ylmethyl)benzene)] dihydrate [ No CAS ]
  • 3
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 23351-91-9 ]
  • [Co(5-bromoisophthalate)(1,4-bis(imidazol-1-ylmethyl)benzene)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% In water; at 124.84℃; for 50h; Co(NO3)2·6H2O (54mg, 0.18mmol), H2BrIP (45mg, 0.18mmol), BIX (90mg, 0.37mmol) and 9.5mL of distilled water in a 23mL Teflon-lined vessel were hydrothermally reacted at 398K for 50h and then cooled slowly to room temperature. A violet colored crystalline material along with X-ray quality crystals were obtained. The material was isolated in 57percent yield after washing with distilled water and methanol, and drying in air. Elemental analysis (percent): Calc.: C, 48.91; H, 3.17; N, 10.37; Obs.: C, 48.73; H, 3.32; N, 10.04. FTIR cm?1 (KBr): 3436 (br), 3097 (m), 2369 (w), 1617 (s), 1560 (m), 1428 (w), 1345 (s), 1244 (w), 1103 (m), 1027 (w), 951 (w), 889 (w), 766 (m), 733 (s), 660 (w), 444 (w).
  • 4
  • [ 56643-83-5 ]
  • [ 23351-91-9 ]
  • cobalt(II) hydroxide [ No CAS ]
  • [Co(5-bromoisophthalate)(1,4-bis(imidazol-1-ylmethyl)benzene)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; at 20℃; under 760.051 Torr; General procedure: In a typical mechanochemical reaction, 0.09mmol of each reactant, i.e. 27mg of Co(NO3)2.6H2O (or 9mg of Co(OH)2 or 27mg of Zn(NO3)2·6H2O or 8mg of ZnO), 23mg of H2BrIP and 22mg of BIX, were taken in a mortar and gently kneaded with a pestle for 30?45min at ambient temperature. The desired crystalline product was obtained by the hydrothermal method when the metal salt:H2BrIP:BIX ratio was 1:1:2; however, the mechanochemical syntheses were executed with 1:1:1 reactants stoichiometry. The obtained material was allowed to stand overnight in an ambient atmosphere. In the case of liquid assisted grinding (LAG), 100muL solvent (water or methanol) was added to the dry reactants before grinding was commenced and kneading was performed for 15?30min. A color change was observed in all cases with an increase in grinding time and a violet colored homogeneous powder was obtained on completion of the reactions. Thus, Nitrate1Unknown node type: bNitrate1Neat, Nitrate1Unknown node type: bNitrate1MeOH, Hydroxide1Unknown node type: b2Unknown node type: bHydroxide1H2O, Nitrate1Unknown node type: b2Unknown node type: bNitrate1H2O, Nitrate2Unknown node type: b2Unknown node type: bNitrate2H2O and Oxide2Unknown node type: b2Unknown node type: bOxide2H2O were synthesized, where the subscripts ?Nitrate?, ?Hydroxide? or ?Oxide? indicate the anion of metal salts used and the superscripts ?Neat?, ?MeOH? or ?H2O? represent the solvent-free, methanol or water assisted kneading processes respectively. Thus, the subscripts and superscripts in the designated samples are used as identity to the metal precursor and grinding protocol respectively. The prepared samples were characterized by PXRD and FTIR analyses. Experimental elemental analysis did not show results consistent with calculated values due to varying minute amounts of the unreacted precursors. However, the samples prepared by LAG followed by washing with methanol or acetone showed expected elemental composition.
  • 5
  • [ 56643-83-5 ]
  • [ 23351-91-9 ]
  • zinc(II) oxide [ No CAS ]
  • [ 1201845-74-0 ]
YieldReaction ConditionsOperation in experiment
In water; at 20℃; under 760.051 Torr; General procedure: In a typical mechanochemical reaction, 0.09mmol of each reactant, i.e. 27mg of Co(NO3)2.6H2O (or 9mg of Co(OH)2 or 27mg of Zn(NO3)2·6H2O or 8mg of ZnO), 23mg of H2BrIP and 22mg of BIX, were taken in a mortar and gently kneaded with a pestle for 30?45min at ambient temperature. The desired crystalline product was obtained by the hydrothermal method when the metal salt:H2BrIP:BIX ratio was 1:1:2; however, the mechanochemical syntheses were executed with 1:1:1 reactants stoichiometry. The obtained material was allowed to stand overnight in an ambient atmosphere. In the case of liquid assisted grinding (LAG), 100muL solvent (water or methanol) was added to the dry reactants before grinding was commenced and kneading was performed for 15?30min. A color change was observed in all cases with an increase in grinding time and a violet colored homogeneous powder was obtained on completion of the reactions. Thus, Nitrate1Unknown node type: bNitrate1Neat, Nitrate1Unknown node type: bNitrate1MeOH, Hydroxide1Unknown node type: b2Unknown node type: bHydroxide1H2O, Nitrate1Unknown node type: b2Unknown node type: bNitrate1H2O, Nitrate2Unknown node type: b2Unknown node type: bNitrate2H2O and Oxide2Unknown node type: b2Unknown node type: bOxide2H2O were synthesized, where the subscripts ?Nitrate?, ?Hydroxide? or ?Oxide? indicate the anion of metal salts used and the superscripts ?Neat?, ?MeOH? or ?H2O? represent the solvent-free, methanol or water assisted kneading processes respectively. Thus, the subscripts and superscripts in the designated samples are used as identity to the metal precursor and grinding protocol respectively. The prepared samples were characterized by PXRD and FTIR analyses. Experimental elemental analysis did not show results consistent with calculated values due to varying minute amounts of the unreacted precursors. However, the samples prepared by LAG followed by washing with methanol or acetone showed expected elemental composition.
  • 6
  • copper(II) choride dihydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 7732-18-5 ]
  • [ 853-67-8 ]
  • C14H6O8S2(2-)*Cu(2+)*3H2O*2C14H14N4 [ No CAS ]
  • 7
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 569-51-7 ]
  • [ 56643-83-5 ]
  • [ 7732-18-5 ]
  • [Zn2(1,4-bis((1H-imidazol-1-yl)methyl)benzene)(BTC)(OH)]*H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With sodium hydroxide; at 160℃; for 72.0h;Autoclave; High pressure; Modifying the literature procedure for 3 [32], a mixture of Zn(NO3)26H2O (149 mg, 0.5 mmol), BIX2H2O (137 mg, 0.5 mmol),H3BTC (105 mg, 0.5 mmol) and NaOH (60 mg, 1.5 mmol) in 5 mLof distilled water was sealed in a 10 mL Teflon-lined stainless steelvessel, which was heated at 160 C for 3 days. Then the reactionsystem was cooled to room temperature within 39 h. Colorlesscrystals of compound 3 were obtained, separated by filtration,washed with water and dried in air. Yield: 202 mg, 66percent. IR (KBr):~m=cm1 = 1616 (s), 1581 (s), 1564 (s), 1526 (s), 1455 (m), 1370(s), 1289 (m), 1094 (m), 1025 (m), 827 (m), 777 (m), 737 (m),710 (m), 656 (m). Anal. Calc. for C23H20N4O8Zn2 (611.19 g/mol): C45.20. H 3.30, N 9.17. Found: C 46.07, H 3.44, N 9.51percent.Compounds 4?8 were prepared following the synthetic procedurefor 3 by reacting one equivalent of the metal salt with oneequivalent of BIX2H2O (137 mg, 0.5 mmol), one equivalent of thedi- or tricarboxylic acid and two or three equivalents of NaOH fordeprotonation depending on the number of acid protons.
  • 8
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 569-51-7 ]
  • [ 56643-83-5 ]
  • [ 7732-18-5 ]
  • [Co(1,4-bis((1H-imidazol-1-yl)methyl)benzene)(HBTC)](1,4-bis((1H-imidazol-1-yl)methyl)benzene)0.5*H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
25% With sodium hydroxide; at 160℃; for 72.0h;Autoclave; High pressure; General procedure: Modifying the literature procedure for 3 [32], a mixture of Zn(NO3)26H2O (149 mg, 0.5 mmol), BIX2H2O (137 mg, 0.5 mmol),H3BTC (105 mg, 0.5 mmol) and NaOH (60 mg, 1.5 mmol) in 5 mLof distilled water was sealed in a 10 mL Teflon-lined stainless steelvessel, which was heated at 160 C for 3 days. Then the reactionsystem was cooled to room temperature within 39 h.Compounds 4?8 were prepared following the synthetic procedurefor 3 by reacting one equivalent of the metal salt with oneequivalent of BIX2H2O (137 mg, 0.5 mmol), one equivalent of thedi- or tricarboxylic acid and two or three equivalents of NaOH fordeprotonation depending on the number of acid protons.
  • 9
  • [ 123-91-1 ]
  • zinc(II) nitrate hexahydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 1071125-59-1 ]
  • [ 33513-42-7 ]
  • 3C4H8O2*C3H7NO*2C27H15O9(3-)*C14H14N4*1.5Zn(2+) [ No CAS ]
  • 10
  • [ 123-91-1 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 1071125-59-1 ]
  • [ 33513-42-7 ]
  • 1.5Co(2+)*C4H8O2*C3H7NO*C27H15O9(3-)*0.5C14H14N4 [ No CAS ]
  • 11
  • manganese(II) chloride tetrahydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 1071125-59-1 ]
  • [ 33513-42-7 ]
  • 2C27H15O9(3-)*3Mn(2+)*2C3H7NO*C14H14N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
35% In 1,4-dioxane; water; at 100℃; for 48h;Sealed tube; A mixture of H3TCPB (0.002 mmol, 0.9 mg), bimb (0.004 mmol,1.2 mg), MnCl2*4H2O (0.008 mmol, 1.6 mg) and 1 mL DMF/1,4-dioxane/H2O (v/v/v = 1/1/2) was transferred to hard glass tube, heated at 100 C for 48 h. After being cooled to room temperature with the falling rate of 2.5 C/h, the pale yellow lump crystals of 2 were obtained withthe yield of 35% (based on H3TCPB). Anal. (%) calcd. ForC74H58Mn3N6O20: C, 63.78; H, 5.66, N, 5.55. Found (%): C, 63.50;H, 5.42, N, 5.54. IR (KBr pellet, cm-1): 3429(w), 1683(s), 1589(w),1504(s), 1398(s), 1336(s), 1220(s), 1114(m), 1002(s), 860(w), 783(m)(Fig. S1).
  • 12
  • [ 123-91-1 ]
  • [ 1336-21-6 ]
  • cadmium(II) nitrate hexahydrate [ No CAS ]
  • [ 56643-83-5 ]
  • [ 1071125-59-1 ]
  • [ 7732-18-5 ]
  • 4C27H15O9(3-)*7Cd(2+)*2C14H14N4*7H2O*C4H8O2*2HO(1-) [ No CAS ]
  • 13
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • [ 1050912-62-3 ]
  • [ 56643-83-5 ]
  • [ 7732-18-5 ]
  • [Co(HL)(1,4-bis(imidazol-1-ylmethyl)benzene)]•2H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
47.34% In N,N-dimethyl-formamide; at 70 - 120℃; for 94.5h; For the complex 2, we mixed 0.30 mmol and 0.095 g H3L with 0.30 mmol and 0.072 g pbix and 0.60 mmol and 0.178 g Co(NO3)2•6H2O to produce a mixture, and stirred the acquired mixture for half an hour at 70C in DMF and H2O mixture (with the volume rate of 2:8, mL). The above mixture was then kept in the glass bottle (25 mL) and heated for 94 hours at 120C, and after that, we cooled this mixture to the ambient temperature with 10C/h rate. Thus, we can gain the pink crystals of the complex 2 (with 47.34% and 0.089 g yield and on the basis of H3L). Anal. calcd for the C30H29N5O8Co: N, 10.83; H, 4.52 and C, 55.73; %. Found: N, 10.12%; H, 3.98 and C, 55.44. IR (KBr, cm-1): 731(m), 785(m), 1097(m), 1275(s), 1352(s), 1416(m), 1522(m), 1578(vs), 1618(m), 1678(m), 2910(w), 3016(w), 3134(m), 3383(m), 3529 (vs).
 

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