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

ID: ALA1097121

PubChem CID: 46888116

Max Phase: Preclinical

Molecular Formula: C24H25N3

Molecular Weight: 355.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)n1cnc2c(NCc3ccccc3)cc(Cc3ccccc3)cc21

Standard InChI:  InChI=1S/C24H25N3/c1-18(2)27-17-26-24-22(25-16-20-11-7-4-8-12-20)14-21(15-23(24)27)13-19-9-5-3-6-10-19/h3-12,14-15,17-18,25H,13,16H2,1-2H3

Standard InChI Key:  VAOQHUPKRLWVNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   12.6621    2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6608    1.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3738    1.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0931    1.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0899    2.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3718    2.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8023    2.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5189    2.5411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5229    1.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8106    1.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8143    0.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5313    0.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2388    1.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2428    0.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0239    0.2423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5026    0.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0174    1.5690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4302   -0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0152   -1.1805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2552   -0.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1016    0.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1054   -0.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3904   -1.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3937   -1.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1105   -2.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8255   -1.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8186   -1.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA1097121

   N,6-dibenzyl-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: 355.49

Molecular Weight (Monoisotopic): 355.2048

AlogP: 5.82

#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: 5.55

CX LogD: 5.53

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -0.68

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