4'-((4-Amino-2-propyl-1H-benzo[d]imidazole-1-yl)methyl)-[1,1'-biphenyl]-2-carboxamide

ID: ALA4517866

PubChem CID: 155541070

Max Phase: Preclinical

Molecular Formula: C24H24N4O

Molecular Weight: 384.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1nc2c(N)cccc2n1Cc1ccc(-c2ccccc2C(N)=O)cc1

Standard InChI:  InChI=1S/C24H24N4O/c1-2-6-22-27-23-20(25)9-5-10-21(23)28(22)15-16-11-13-17(14-12-16)18-7-3-4-8-19(18)24(26)29/h3-5,7-14H,2,6,15,25H2,1H3,(H2,26,29)

Standard InChI Key:  CNBCPXYBKWFXGF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   14.1508  -20.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1497  -21.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8619  -21.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8601  -19.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5687  -20.2652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5690  -21.0879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3517  -21.3407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8369  -20.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3513  -20.0120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3438  -22.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0517  -22.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0389  -23.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7459  -23.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4626  -23.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4680  -22.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7604  -22.1705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1696  -23.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1614  -24.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8689  -25.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5852  -24.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5894  -23.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8813  -23.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8859  -22.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6000  -22.1902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1764  -22.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6582  -20.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0707  -19.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8920  -19.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8576  -19.0345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
  8 26  1  0
 26 27  1  0
 27 28  1  0
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517866

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 384.48

Molecular Weight (Monoisotopic): 384.1950

AlogP: 4.39

#Rotatable Bonds: 6

Polar Surface Area: 86.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.31

CX LogP: 4.14

CX LogD: 4.11

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.01

References

1. Schoepf AM, Salcher S, Obexer P, Gust R..  (2020)  Overcoming imatinib resistance in chronic myelogenous leukemia cells using non-cytotoxic cell death modulators.,  185  [PMID:31648125] [10.1016/j.ejmech.2019.111748]

Source

Source(1):

• Scientific Literature