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

ID: ALA4761259

PubChem CID: 146525317

Max Phase: Preclinical

Molecular Formula: C26H25N3O2

Molecular Weight: 411.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2c(C(=O)O)cc(-c3ccc(-c4ccccc4CN4CCCC4)cc3)cc2[nH]1

Standard InChI:  InChI=1S/C26H25N3O2/c1-17-27-24-15-21(14-23(26(30)31)25(24)28-17)18-8-10-19(11-9-18)22-7-3-2-6-20(22)16-29-12-4-5-13-29/h2-3,6-11,14-15H,4-5,12-13,16H2,1H3,(H,27,28)(H,30,31)

Standard InChI Key:  VGEWTMPRFCNVJT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   41.3399   -3.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0479   -3.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0461   -2.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.7550   -3.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5380   -3.5872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.0217   -2.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5376   -2.2553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6338   -3.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9261   -3.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2185   -3.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2174   -4.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9298   -4.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6344   -4.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8389   -2.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0437   -1.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7502   -0.8767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3348   -0.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5135   -4.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8052   -4.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0982   -4.9650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0982   -5.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8111   -6.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5152   -5.7805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2243   -6.1867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2270   -7.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5717   -7.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8268   -8.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6440   -8.2626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8939   -7.4845    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
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  6  7  1  0
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  8  9  2  0
  9  5  1  0
 10 11  2  0
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 12 13  2  0
 13 14  1  0
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 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
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761259

   ---

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: 411.51

Molecular Weight (Monoisotopic): 411.1947

AlogP: 5.50

#Rotatable Bonds: 5

Polar Surface Area: 69.22

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.07

CX Basic pKa: 9.67

CX LogP: 1.94

CX LogD: 1.91

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -0.75

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