4-(2-((2,2-difluorocyclopropyl)methoxy)-5-(ethylsulfonyl)phenyl)-2-(3-(dimethylamino)prop-1-ynyl)-6-methyl-1H-pyrrolo[2,3-c]pyridin-7(6H)-one

ID: ALA4088597

PubChem CID: 86581390

Max Phase: Preclinical

Molecular Formula: C25H27F2N3O4S

Molecular Weight: 503.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc(OCC2CC2(F)F)c(-c2cn(C)c(=O)c3[nH]c(C#CCN(C)C)cc23)c1

Standard InChI:  InChI=1S/C25H27F2N3O4S/c1-5-35(32,33)18-8-9-22(34-15-16-13-25(16,26)27)19(12-18)21-14-30(4)24(31)23-20(21)11-17(28-23)7-6-10-29(2)3/h8-9,11-12,14,16,28H,5,10,13,15H2,1-4H3

Standard InChI Key:  GYXDBZSTIOVMLS-UHFFFAOYSA-N

Molfile:  

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   14.7756  -13.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 28  1  0
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  9  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088597

   4-[2-[(2,2-difluorocyclopropyl)methoxy]-5-ethylsulfonylphenyl]-2-[3-(dimethylamino)prop-1-ynyl]-6-methyl-1H-pyrrolo[2,3-c]pyridin-7-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 503.57

Molecular Weight (Monoisotopic): 503.1690

AlogP: 3.27

#Rotatable Bonds: 7

Polar Surface Area: 84.40

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.62

CX Basic pKa: 7.85

CX LogP: 2.15

CX LogD: 1.57

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.50

Np Likeness Score: -0.61

References

1. Liu Z, Wang P, Chen H, Wold EA, Tian B, Brasier AR, Zhou J..  (2017)  Drug Discovery Targeting Bromodomain-Containing Protein 4.,  60  (11): [PMID:28195723] [10.1021/acs.jmedchem.6b01761]

Source

Source(1):

• Scientific Literature