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Chemical Structure| 930-88-1 Chemical Structure| 930-88-1

Structure of 930-88-1

Chemical Structure| 930-88-1

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Product Details of [ 930-88-1 ]

CAS No. :930-88-1
Formula : C5H5NO2
M.W : 111.10
SMILES Code : O=C(C=C1)N(C)C1=O
MDL No. :MFCD00005508
InChI Key :SEEYREPSKCQBBF-UHFFFAOYSA-N
Pubchem ID :70261

Safety of [ 930-88-1 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314-H317
Precautionary Statements:P260-P264-P270-P272-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P333+P313-P362+P364-P405-P501
Class:8
UN#:1759
Packing Group:

Computational Chemistry of [ 930-88-1 ] Show Less

Physicochemical Properties

Num. heavy atoms 8
Num. arom. heavy atoms 0
Fraction Csp3 0.2
Num. rotatable bonds 0
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 30.77
TPSA ?

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

37.38 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.12
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

-0.52
Log Po/w (WLOGP)?

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

-0.84
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.

-0.18
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

0.1
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

-0.06

Water Solubility

Log S (ESOL):?

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

-0.2
Solubility 69.9 mg/ml ; 0.629 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.

0.2
Solubility 177.0 mg/ml ; 1.6 mol/l
Class?

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

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

0.04
Solubility 122.0 mg/ml ; 1.09 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.

-7.35 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

1.0 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)

2.01

Application In Synthesis of [ 930-88-1 ]

* 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 [ 930-88-1 ]

[ 930-88-1 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 930-88-1 ]
  • [ 525-03-1 ]
  • [ 222851-56-1 ]
  • [ 109574-57-4 ]
  • 2
  • [ 930-88-1 ]
  • [ 62-53-3 ]
  • [ 54433-49-7 ]
  • 3
  • [ 930-88-1 ]
  • [ 57497-39-9 ]
  • C9H15N2O3 [ No CAS ]
  • 4
  • [ 108-48-5 ]
  • [ 930-88-1 ]
  • cupric chloride [ No CAS ]
  • [ 2620-45-3 ]
  • [ 89931-92-0 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hydrogencarbonate; sodium nitrite; In water; isopropyl alcohol; acetone; EXAMPLE 19 3a-(1,3-Benzodioxol-5-yl)-2,3,3a,4,7,7a-hexahydro-2-methyl-4,7-methano-1H-isoindole fumarate (1:1) A 30.9 g amount of <strong>[2620-45-3]3,4-methylenedioxyaniline hydrochloride</strong> was dissolved in 90 ml of water and 40 ml of concentrated hydrochloric acid. The solution was cooled to 5 C. in an ice-salt bath and a solution of 12.3 g of sodium nitrite in 35 ml of water was added dropwise to the reaction mixture over a 25 minute period. A solution of 20.0 g of N-methylmaleimide and 2.4 g of cupric chloride in 150 ml of acetone was added to the reaction mixture portionwise with stirring. The reaction mixture temperature was maintained at 3 C. and the pH was adjusted to 3.2 by the addition of about 30 g of sodium bicarbonate. After standing at room temperature for 16 hours the mixture was filtered to collect a black solid. The solid was dried. Then the solid was dissolved in 500 ml of isopropanol containing 19.5 g of 2,6-lutidine. The mixture was heated to boiling and filtered hot to collect 4.8 g of isoluble material. The filtrate was cooled and an additional 2.6 g of precipitate was collected. This filtrate was reduced in volume to 200 ml and cooled and filtered to collect 2.7 g more of precipitate. The final filtrate was diluted with water and filtered to collect 0.9 g of additional material. The precipitates were combined and subjected to preparative liquid chromatography using a silica gel column and ethyl acetate:hexane (1:1) as eluent. The second cut, 0.6 g was recrystallized from ethyl acetate to give 0.1 g of 3-(1,3-benzodioxol-5-yl)-1-methyl-1H-pyrrole-2,5-dione as a brown solid, mp 210-215 C.
  • 5
  • [ 930-88-1 ]
  • [ 18668-68-3 ]
  • [ 20651-67-6 ]
  • 5-(4-butylphenyl)-2-methyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione [ No CAS ]
  • 6
  • [ 930-88-1 ]
  • [ 98-80-6 ]
  • [ 54433-49-7 ]
  • [ 86-34-0 ]
  • 7
  • [ 930-88-1 ]
  • [ 52522-40-4 ]
  • [ 121-46-0 ]
  • C12H7NO2Pd [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 20℃; for 0.5h;Inert atmosphere; To 50.0 mg (0.0483 mmol, 1 equiv.) of Pd2dba3?CHCl3 in 1.5mL of anhydrous acetone was added 134.0 mg (1.449 mmol, 30 equiv.) of norbornadiene and 27.0 mg(0.242 mmol, 5 equiv.) of N-methylmaleimide under an atmosphere of argon. The reaction mixture wasstirred for 30 min at room temperature, upon which noticeable palladium black had accumulated in thereaction vessel. The reaction mixture was transferred via cannula and filtered under argon to provide atranslucent yellow-green solution. The solution was briefly concentrated in vacuo to provide a moreviscous, yellow-green oil, to which 5.0 mL of anhydrous Et2O was added. This provided an opaque,yellow-green suspension of Pd(NBD)(NMM) catalyst as a fine yellow powder, which was usedimmediately in the coupling reaction, to avoid degradation.
  • 8
  • [ 930-88-1 ]
  • [ 66438-80-0 ]
  • 3-((3-bromoquinolin-8-yl)methyl)-1-methylpyrrolidine-2,5-dione [ No CAS ]
  • 9
  • [ 930-88-1 ]
  • [ 19012-02-3 ]
  • 3-(3-acetyl-1-methyl-1H-indol-4-yl)-1-methyl-1H-pyrrole-2,5-dione [ No CAS ]
 

Historical Records

Technical Information

Categories

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[ 930-88-1 ]

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Related Parent Nucleus of
[ 930-88-1 ]

Pyrrolines

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