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

ID: ALA4593237

PubChem CID: 155569356

Max Phase: Preclinical

Molecular Formula: C24H23N3O2

Molecular Weight: 385.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H23N3O2/c1-2-6-22-26-23-20(9-5-10-21(23)28)27(22)15-16-11-13-17(14-12-16)18-7-3-4-8-19(18)24(25)29/h3-5,7-14,28H,2,6,15H2,1H3,(H2,25,29)

Standard InChI Key:  OHGRTJKXNXJBDF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.8855  -10.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8844  -11.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5966  -11.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5948  -10.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3034  -10.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3037  -11.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0865  -11.7862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5716  -11.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0860  -10.4575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0785  -12.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7864  -13.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7736  -13.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4806  -14.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1973  -13.8574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2027  -13.0318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4951  -12.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9043  -14.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8961  -15.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6036  -15.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3199  -15.1019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3241  -14.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6160  -13.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6206  -13.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3347  -12.6356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9111  -12.6276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3929  -11.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8054  -10.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6267  -10.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5923   -9.4799    0.0000 O   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:

   

   ALA4593237

   ---

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: 385.47

Molecular Weight (Monoisotopic): 385.1790

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 81.14

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.27

CX Basic pKa: 5.09

CX LogP: 4.67

CX LogD: 4.59

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -0.85

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