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

ID: ALA3814824

PubChem CID: 127052095

Max Phase: Preclinical

Molecular Formula: C29H29N9O2

Molecular Weight: 535.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(-n2c(-c3nc(-c4cnn(CCN5CCOCC5)c4)cnc3N)nc3ccccc32)c1

Standard InChI:  InChI=1S/C29H29N9O2/c1-2-26(39)33-21-6-5-7-22(16-21)38-25-9-4-3-8-23(25)35-29(38)27-28(30)31-18-24(34-27)20-17-32-37(19-20)11-10-36-12-14-40-15-13-36/h2-9,16-19H,1,10-15H2,(H2,30,31)(H,33,39)

Standard InChI Key:  AHQYTULCADSYLZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.6383    7.9411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8879    6.3826    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    3.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2218    4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2286   -5.1568    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5770   -4.4998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3688   -3.0143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3957    2.3477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5535   -7.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2893   -8.6198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8795   -9.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6185  -10.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7671  -11.5741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
  1  4  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 12 13  1  0
 13 14  2  0
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 15 16  2  0
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 12 17  2  0
 18 19  2  0
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 13 19  1  0
 14 20  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 23 26  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 27 31  1  0
 27 32  1  0
 26 30  1  0
 22 33  1  0
 18 21  1  0
  8 20  1  0
  5  6  1  0
 32 34  1  0
 34 35  1  0
 35 36  1  0
 35 40  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3814824

   ---

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: 535.61

Molecular Weight (Monoisotopic): 535.2444

AlogP: 3.38

#Rotatable Bonds: 8

Polar Surface Area: 129.01

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.92

CX LogP: 3.14

CX LogD: 3.01

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.29

Np Likeness Score: -1.61

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