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

ID: ALA3408315

PubChem CID: 118730734

Max Phase: Preclinical

Molecular Formula: C17H20N4O3

Molecular Weight: 328.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ncc(C(=O)c2ccc3c(c2)n(C(C)(C)C)c(=O)n3C)c1O

Standard InChI:  InChI=1S/C17H20N4O3/c1-17(2,3)21-13-8-10(6-7-12(13)19(4)16(21)24)14(22)11-9-18-20(5)15(11)23/h6-9,23H,1-5H3

Standard InChI Key:  CSVPARJLHWINOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -4.3841    5.2767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -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
    2.1783    2.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    2.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3759    3.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497    3.7691    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
  4  5  2  0
  1  5  1  0
  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
 12 15  2  0
 14 13  2  0
 13  9  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 17 19  2  0
 16 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3408315

   ---

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: 328.37

Molecular Weight (Monoisotopic): 328.1535

AlogP: 1.77

#Rotatable Bonds: 2

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: 2.61

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -1.21

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