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Chemical Structure| 35572-78-2 Chemical Structure| 35572-78-2

Structure of 35572-78-2

Chemical Structure| 35572-78-2

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Product Details of [ 35572-78-2 ]

CAS No. :35572-78-2
Formula : C7H7N3O4
M.W : 197.15
SMILES Code : NC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1C
MDL No. :MFCD00024526
InChI Key :IEEJAAUSLQCGJH-UHFFFAOYSA-N
Pubchem ID :37182

Safety of [ 35572-78-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301+H311+H331-H315-H319
Precautionary Statements:P261-P264-P270-P271-P280-P301+P310+P330-P302+P352+P312+P361+P364-P304+P340+P311-P305+P351+P338+P337+P313-P403+P233-P405-P501
Class:6.1
UN#:2811
Packing Group:

Computational Chemistry of [ 35572-78-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 6
Fraction Csp3 0.14
Num. rotatable bonds 2
Num. H-bond acceptors 4.0
Num. H-bond donors 1.0
Molar Refractivity 53.46
TPSA ?

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

117.66 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

0.72
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

1.09
Log Po/w (WLOGP)?

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

1.4
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.

-0.36
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

-2.68
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.03

Water Solubility

Log S (ESOL):?

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

-1.93
Solubility 2.29 mg/ml ; 0.0116 mol/l
Class?

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

Very soluble
Log S (Ali)?

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

-3.15
Solubility 0.139 mg/ml ; 0.000703 mol/l
Class?

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

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

-1.19
Solubility 12.7 mg/ml ; 0.0643 mol/l
Class?

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

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

No
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

No
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

No
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

No
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

No
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

No
Log Kp (skin permeation)?

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

-6.73 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

1.0
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

3.0 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)

2.16

Application In Synthesis of [ 35572-78-2 ]

* 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.

  • Upstream synthesis route of [ 35572-78-2 ]
  • Downstream synthetic route of [ 35572-78-2 ]

[ 35572-78-2 ] Synthesis Path-Upstream   1~16

  • 1
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
References: [1] Russian Journal of Organic Chemistry, 2001, vol. 37, # 9, p. 1244 - 1248.
[2] Synthetic Communications, 2001, vol. 31, # 17, p. 2557 - 2561.
[3] Russian Journal of Organic Chemistry, 2001, vol. 37, # 9, p. 1244 - 1248.
  • 2
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
  • [ 19406-51-0 ]
References: [1] Chemical communications (Cambridge, England), 2002, # 6, p. 580 - 581.
[2] New Journal of Chemistry, 2004, vol. 28, # 1, p. 161 - 165.
[3] Recueil des Travaux Chimiques des Pays-Bas, 1897, vol. 16, p. 426.
[4] Journal of Organic Chemistry, 1986, vol. 51, # 13, p. 2572 - 2578.
[5] Journal fuer Praktische Chemie (Leipzig), 1913, vol. &lt;2&gt;87, p. 504.
[6] Journal of Organic Chemistry, 1986, vol. 51, # 13, p. 2572 - 2578.
[7] Russian Chemical Bulletin, 2005, vol. 54, # 5, p. 1203 - 1207.
[8] Chemosphere, 2004, vol. 55, # 5, p. 725 - 732.
  • 3
  • [ 118-96-7 ]
  • [ 7439-89-6 ]
  • [ 35572-78-2 ]
References: [1] Patent: US4451681, 1984, A, .
  • 4
  • [ 28169-46-2 ]
  • [ 35572-78-2 ]
References: [1] Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 518 - 522[2] Zhurnal Organicheskoi Khimii, 1970, vol. 6, # 3, p. 520 - 525.
[3] Ecotoxicology and Environmental Safety, 1994, vol. 27, # 1, p. 23 - 33.
[4] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
[5] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
  • 5
  • [ 7664-93-9 ]
  • [ 28169-46-2 ]
  • [ 7446-11-9 ]
  • [ 35572-78-2 ]
References: [1] Patent: US3976786, 1976, A, .
  • 6
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
  • [ 19406-51-0 ]
  • [ 59229-75-3 ]
  • [ 6629-29-4 ]
References: [1] Journal of Labelled Compounds and Radiopharmaceuticals, 2002, vol. 45, # 3, p. 249 - 255.
[2] Journal of Labelled Compounds and Radiopharmaceuticals, 2002, vol. 45, # 3, p. 249 - 255.
[3] Journal of Labelled Compounds and Radiopharmaceuticals, 2002, vol. 45, # 3, p. 249 - 255.
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2002, vol. 45, # 3, p. 249 - 255.
[5] Environmental Science and Technology, 1998, vol. 32, # 13, p. 1941 - 1947.
[6] Environmental Science and Technology, 2001, vol. 35, # 2, p. 406 - 410.
[7] Journal of Labelled Compounds and Radiopharmaceuticals, 2001, vol. 44, # 13, p. 967 - 968.
[8] Environmental Science and Technology, 2004, vol. 38, # 1, p. 139 - 147.
  • 7
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
  • [ 19406-51-0 ]
  • [ 59283-75-9 ]
References: [1] Doklady Chemistry, 2005, vol. 402, # 4-6, p. 111 - 113.
  • 8
  • [ 311787-17-4 ]
  • [ 35572-78-2 ]
References: [1] Russian Journal of Organic Chemistry, 2001, vol. 37, # 9, p. 1244 - 1248.
  • 9
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
  • [ 19406-51-0 ]
  • [ 140380-55-8 ]
References: [1] Environmental Science and Technology, 1999, vol. 33, # 19, p. 3354 - 3361.
  • 10
  • [ 118-90-1 ]
  • [ 35572-78-2 ]
References: [1] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
[2] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
  • 11
  • [ 39614-85-2 ]
  • [ 35572-78-2 ]
References: [1] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
[2] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
  • 12
  • [ 148-01-6 ]
  • [ 35572-78-2 ]
References: [1] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
  • 13
  • [ 854646-60-9 ]
  • [ 35572-78-2 ]
References: [1] Journal of the Society of Chemical Industry, London, 1940, vol. 59, p. 92,94.
  • 14
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
  • [ 19406-51-0 ]
  • [ 59229-75-3 ]
  • [ 88-02-8 ]
References: [1] Environmental Toxicology and Chemistry, 2002, vol. 21, # 7, p. 1384 - 1389.
  • 15
  • [ 7647-01-0 ]
  • [ 118-96-7 ]
  • [ 35572-78-2 ]
  • [ 19406-51-0 ]
References: [1] Journal fuer Praktische Chemie (Leipzig), 1913, vol. &lt;2&gt;87, p. 504.
  • 16
  • [ 64-17-5 ]
  • [ 118-96-7 ]
  • [ 7783-06-4 ]
  • [ 7664-41-7 ]
  • [ 35572-78-2 ]
  • [ 59283-75-9 ]
References: [1] Chemische Berichte, 1915, vol. 48, p. 154.
 

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