5-(5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-3-methyl-1-p-tolyl-1H-benzo[d]imidazol-2(3H)-one

ID: ALA3408316

PubChem CID: 118730735

Max Phase: Preclinical

Molecular Formula: C20H18N4O3

Molecular Weight: 362.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2c(=O)n(C)c3ccc(C(=O)c4cnn(C)c4O)cc32)cc1

Standard InChI:  InChI=1S/C20H18N4O3/c1-12-4-7-14(8-5-12)24-17-10-13(6-9-16(17)22(2)20(24)27)18(25)15-11-21-23(3)19(15)26/h4-11,26H,1-3H3

Standard InChI Key:  MRDMDJGKKAMPPO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.8841    5.2815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4160    3.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6267    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8430    3.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0926    6.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9808    3.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.4919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6549    0.8867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889    0.0269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -2.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    3.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2965    5.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2218    4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7442    6.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
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  1  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  2  0
 11 12  1  0
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 14 13  2  0
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 17 19  2  0
 16 20  1  0
 18 21  1  0
 21 22  1  0
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 22 23  2  0
 23 24  1  0
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 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3408316

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.39

Molecular Weight (Monoisotopic): 362.1379

AlogP: 2.31

#Rotatable Bonds: 3

Polar Surface Area: 82.05

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: 1.55

CX LogP: 3.73

CX LogD: 2.17

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.57

Np Likeness Score: -1.36

References

1. Xu YL, Lin HY, Ruan X, Yang SG, Hao GF, Yang WC, Yang GF..  (2015)  Synthesis and bioevaluation of pyrazole-benzimidazolone hybrids as novel human 4-Hydroxyphenylpyruvate dioxygenase inhibitors.,  92  [PMID:25590863] [10.1016/j.ejmech.2015.01.018]

Source

Source(1):

• Scientific Literature