N-(3-(2-(3-Amino-6-(1-(1-(2-(dimethylamino)acetyl)piperidin-4-yl)-1H-pyrazol-4-yl)pyrazin-2-yl)-1H-benzo[d]imidazol-1-yl)phenyl)acrylamide

ID: ALA3814756

PubChem CID: 127050559

Max Phase: Preclinical

Molecular Formula: C32H34N10O2

Molecular Weight: 590.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(-n2c(-c3nc(-c4cnn(C5CCN(C(=O)CN(C)C)CC5)c4)cnc3N)nc3ccccc32)c1

Standard InChI:  InChI=1S/C32H34N10O2/c1-4-28(43)36-22-8-7-9-24(16-22)42-27-11-6-5-10-25(27)38-32(42)30-31(33)34-18-26(37-30)21-17-35-41(19-21)23-12-14-40(15-13-23)29(44)20-39(2)3/h4-11,16-19,23H,1,12-15,20H2,2-3H3,(H2,33,34)(H,36,43)

Standard InChI Key:  NFNSNATUTNQYFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3814756

   ---

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: 590.69

Molecular Weight (Monoisotopic): 590.2866

AlogP: 3.78

#Rotatable Bonds: 8

Polar Surface Area: 140.09

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.50

CX LogP: 2.48

CX LogD: 2.13

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.26

Np Likeness Score: -1.39

References

1. Hennessy EJ, Chuaqui C, Ashton S, Colclough N, Cross DA, Debreczeni JÉ, Eberlein C, Gingipalli L, Klinowska TC, Orme JP, Sha L, Wu X..  (2016)  Utilization of Structure-Based Design to Identify Novel, Irreversible Inhibitors of EGFR Harboring the T790M Mutation.,  7  (5): [PMID:27190603] [10.1021/acsmedchemlett.6b00058]

Source

Source(1):

• Scientific Literature