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

ID: ALA1095207

PubChem CID: 44143115

Max Phase: Preclinical

Molecular Formula: C22H21N3O

Molecular Weight: 343.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NCc2ccccc2)c2ncn(Cc3ccccc3)c2c1

Standard InChI:  InChI=1S/C22H21N3O/c1-26-19-12-20(23-14-17-8-4-2-5-9-17)22-21(13-19)25(16-24-22)15-18-10-6-3-7-11-18/h2-13,16,23H,14-15H2,1H3

Standard InChI Key:  LGTPPQUVUKTIPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.4628  -10.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4615  -11.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1751  -12.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8951  -11.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8919  -10.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1732  -10.4822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6050  -10.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3222  -10.8843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3263  -11.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6133  -12.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6170  -12.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3347  -13.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0429  -12.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0468  -12.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8287  -13.1852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3078  -12.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8222  -11.8574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2354  -13.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0611  -13.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9037  -13.3650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1867  -12.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4683  -14.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2933  -14.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7096  -13.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2948  -13.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4711  -13.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  9  1  0
 13 14  2  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
 11 20  1  0
  9 10  2  0
 20 21  1  0
  2  3  1  0
 19 22  2  0
 10 11  1  0
 22 23  1  0
  5  6  2  0
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 11 12  2  0
 24 25  1  0
 12 14  1  0
 25 26  2  0
 26 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095207

   N,1-dibenzyl-6-methoxybenzimidazol-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: 343.43

Molecular Weight (Monoisotopic): 343.1685

AlogP: 4.71

#Rotatable Bonds: 6

Polar Surface Area: 39.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.17

CX LogP: 4.25

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -0.98

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