2-(4-((1H-benzo[d]imidazol-2-yl)methyl)-1,4-diazepan-1-yl)-N-o-tolylacetamide

ID: ALA1097852

PubChem CID: 46888273

Max Phase: Preclinical

Molecular Formula: C22H27N5O

Molecular Weight: 377.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1NC(=O)CN1CCCN(Cc2nc3ccccc3[nH]2)CC1

Standard InChI:  InChI=1S/C22H27N5O/c1-17-7-2-3-8-18(17)25-22(28)16-27-12-6-11-26(13-14-27)15-21-23-19-9-4-5-10-20(19)24-21/h2-5,7-10H,6,11-16H2,1H3,(H,23,24)(H,25,28)

Standard InChI Key:  MOPBYBVTNKOVSH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    6.3361  -14.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3477  -15.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0676  -15.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0390  -14.2185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7600  -14.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7773  -15.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0351  -15.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5471  -14.3466    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8749  -14.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3368  -15.6844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1640  -15.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7462  -16.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9239  -16.3997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6959  -16.9571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2234  -17.1718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0112  -17.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4113  -17.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1260  -16.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1260  -16.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5550  -16.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2706  -17.3707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9779  -16.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9779  -16.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2642  -15.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5524  -16.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2706  -18.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5678  -15.6832    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8405  -17.3700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  7  8  2  0
  8  5  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 12 14  1  0
 13 15  1  0
 14 16  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  2  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 21 26  1  0
  1  2  2  0
  6 27  1  0
 27  7  1  0
 18 28  1  0
 28 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097852

   2-[4-(1H-benzimidazol-2-ylmethyl)-1,4-diazepan-1-yl]-N-(2-methylphenyl)acetamide

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: 377.49

Molecular Weight (Monoisotopic): 377.2216

AlogP: 3.02

#Rotatable Bonds: 5

Polar Surface Area: 64.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.48

CX Basic pKa: 6.80

CX LogP: 2.61

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -2.19

References

1. Gu SJ, Lee JK, Pae AN, Chung HJ, Rhim H, Han SY, Min SJ, Cho YS..  (2010)  Synthesis and biological evaluation of 1,4-diazepane derivatives as T-type calcium channel blockers.,  20  (9): [PMID:20382529] [10.1016/j.bmcl.2010.03.084]

Source

Source(1):

• Scientific Literature