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

ID: ALA3813997

PubChem CID: 127050558

Max Phase: Preclinical

Molecular Formula: C30H29N9O3

Molecular Weight: 563.62

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H29N9O3/c1-2-26(41)34-20-6-5-7-22(14-20)39-25-9-4-3-8-23(25)36-30(39)28-29(31)32-16-24(35-28)19-15-33-38(17-19)21-10-12-37(13-11-21)27(42)18-40/h2-9,14-17,21,40H,1,10-13,18H2,(H2,31,32)(H,34,41)

Standard InChI Key:  YAMUKCURZRBVDE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.0374   -7.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8470  -10.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7038  -11.8306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4013  -11.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1018  -12.5556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 39 41  1  0
 41 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3813997

   ---

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: 563.62

Molecular Weight (Monoisotopic): 563.2393

AlogP: 3.21

#Rotatable Bonds: 7

Polar Surface Area: 157.08

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.58

CX Basic pKa: 2.06

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.25

Np Likeness Score: -1.16

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