6-(4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl)-2-methyl-1H-benzo[d]imidazole-4-carboxylic acid

ID: ALA4760820

PubChem CID: 135313634

Max Phase: Preclinical

Molecular Formula: C21H19N3O2

Molecular Weight: 345.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2c(C(=O)O)cc(-c3ccc(-n4c(C)ccc4C)cc3)cc2[nH]1

Standard InChI:  InChI=1S/C21H19N3O2/c1-12-4-5-13(2)24(12)17-8-6-15(7-9-17)16-10-18(21(25)26)20-19(11-16)22-14(3)23-20/h4-11H,1-3H3,(H,22,23)(H,25,26)

Standard InChI Key:  FFEWZJDIIOWZHG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   42.4595  -15.3161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4584  -16.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1664  -16.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1646  -14.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8732  -15.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8735  -16.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6565  -16.3899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.1402  -15.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6561  -15.0580    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.7522  -16.5440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0446  -16.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3370  -16.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3359  -17.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0483  -17.7675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7529  -17.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9574  -15.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1622  -14.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8687  -13.6794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.4533  -13.6836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6297  -17.7727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8829  -17.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3365  -18.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7455  -18.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5447  -18.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7126  -16.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1523  -19.1319    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  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 20  1  0
 13 20  1  0
 21 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4760820

   ---

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: 345.40

Molecular Weight (Monoisotopic): 345.1477

AlogP: 4.64

#Rotatable Bonds: 3

Polar Surface Area: 70.91

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.07

CX Basic pKa: 6.41

CX LogP: 2.41

CX LogD: 1.43

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -0.96

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