N-benzyl-6-(3-chlorobenzyl)-1-isopropyl-1H-benzo[d]imidazol-4-amine

ID: ALA1099000

PubChem CID: 46888118

Max Phase: Preclinical

Molecular Formula: C24H24ClN3

Molecular Weight: 389.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(NCc3ccccc3)cc(Cc3cccc(Cl)c3)cc21

Standard InChI:  InChI=1S/C24H24ClN3/c1-17(2)28-16-27-24-22(26-15-18-7-4-3-5-8-18)13-20(14-23(24)28)11-19-9-6-10-21(25)12-19/h3-10,12-14,16-17,26H,11,15H2,1-2H3

Standard InChI Key:  FLUDEXIQMQYFTP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.1152   -4.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1139   -4.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8269   -5.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5462   -4.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5431   -4.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8249   -3.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2555   -3.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9721   -4.1599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9762   -4.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2638   -5.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2675   -6.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9845   -6.6324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6921   -5.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6960   -6.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4772   -6.4587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9560   -5.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4708   -5.1320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8836   -7.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4685   -7.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7086   -7.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5548   -6.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5585   -7.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8435   -7.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8468   -8.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5637   -9.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2787   -8.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2719   -7.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1340   -9.1141    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  1  2  2  0
  5  7  1  0
  3  4  2  0
  7  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 15 18  1  0
  8  9  1  0
 18 19  1  0
  4  5  1  0
 18 20  1  0
  9 10  2  0
 11 21  1  0
  2  3  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
  5  6  2  0
 23 24  1  0
 11 12  2  0
 24 25  2  0
 12 14  1  0
 25 26  1  0
 13  9  1  0
 26 27  2  0
 27 22  1  0
 13 14  2  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1099000

   N-benzyl-6-[(3-chlorophenyl)methyl]-1-propan-2-ylbenzimidazol-4-amine

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: 389.93

Molecular Weight (Monoisotopic): 389.1659

AlogP: 6.47

#Rotatable Bonds: 6

Polar Surface Area: 29.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.05

CX LogP: 6.15

CX LogD: 6.13

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -1.01

References

1. Flaherty PT, Chopra I, Jain P, Yi S, Allen E, Cavanaugh J..  (2010)  Identification of benzimidazole-based inhibitors of the mitogen activated kinase-5 signaling pathway.,  20  (9): [PMID:20382528] [10.1016/j.bmcl.2010.03.033]

Source

Source(1):

• Scientific Literature