6-(biphenyl-4-yl)-2-methyl-1H-benzo[d]imidazole-4-carboxylic acid

ID: ALA4757605

PubChem CID: 135313564

Max Phase: Preclinical

Molecular Formula: C21H16N2O2

Molecular Weight: 328.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2c(C(=O)O)cc(-c3ccc(-c4ccccc4)cc3)cc2[nH]1

Standard InChI:  InChI=1S/C21H16N2O2/c1-13-22-19-12-17(11-18(21(24)25)20(19)23-13)16-9-7-15(8-10-16)14-5-3-2-4-6-14/h2-12H,1H3,(H,22,23)(H,24,25)

Standard InChI Key:  GPTLGNUGAWXKOX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    5.4135   -3.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4124   -4.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1204   -4.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1186   -3.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8272   -3.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8275   -4.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6105   -4.8212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0942   -4.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101   -3.4893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7062   -4.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9986   -4.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2910   -4.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2899   -5.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0023   -6.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7069   -5.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9114   -4.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1162   -2.5214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8227   -2.1107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4073   -2.1150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5859   -6.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8777   -5.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707   -6.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1707   -7.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8836   -7.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -7.0145    0.0000 C   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
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 10  1  0
  8 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 13 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757605

   ---

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: 328.37

Molecular Weight (Monoisotopic): 328.1212

AlogP: 4.90

#Rotatable Bonds: 3

Polar Surface Area: 65.98

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.07

CX Basic pKa: 6.37

CX LogP: 2.70

CX LogD: 1.69

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -0.44

References

1. Abdel-Magid AF.  (2020)  Use of Dihydroorotate Dehydrogenase Inhibitors for Treatment of Autoimmune Diseases and Cancer.,  11  (11): [PMID:33214811] [10.1021/acsmedchemlett.0c00466]

Source

Source(1):

• Scientific Literature