N,N-dibenzyl-1-isopropyl-6-methoxy-1H-benzo[d]imidazol-4-amine

ID: ALA1097120

PubChem CID: 44143080

Max Phase: Preclinical

Molecular Formula: C25H27N3O

Molecular Weight: 385.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(N(Cc2ccccc2)Cc2ccccc2)c2ncn(C(C)C)c2c1

Standard InChI:  InChI=1S/C25H27N3O/c1-19(2)28-18-26-25-23(14-22(29-3)15-24(25)28)27(16-20-10-6-4-7-11-20)17-21-12-8-5-9-13-21/h4-15,18-19H,16-17H2,1-3H3

Standard InChI Key:  UIVCPDXBOGUSDB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4634    0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621    0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751   -0.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8944    0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8912    0.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732    1.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6037    1.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3202    1.0011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3243    0.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6119   -0.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6157   -1.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3327   -1.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0402   -0.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0441   -1.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8252   -1.2977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3040   -0.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8187    0.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2316   -2.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8165   -2.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0566   -2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9030   -1.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867   -1.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326    1.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0285    2.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7450    2.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7413    3.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0242    3.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3094    3.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3167    2.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  8 23  1  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
 13 14  2  0
 27 28  1  0
  6  1  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097120

   N,N-dibenzyl-6-methoxy-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: 385.51

Molecular Weight (Monoisotopic): 385.2154

AlogP: 5.83

#Rotatable Bonds: 7

Polar Surface Area: 30.29

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.14

CX LogP: 5.66

CX LogD: 5.64

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.71

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]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays