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

ID: ALA1096203

PubChem CID: 46888330

Max Phase: Preclinical

Molecular Formula: C22H27N5O

Molecular Weight: 377.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)CN2CCCN(Cc3nc4ccccc4[nH]3)CC2)c1

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

Standard InChI Key:  UADSMKMMDJWMIC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   19.0154  -14.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0231  -15.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7412  -15.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7203  -14.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4396  -14.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4529  -15.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7129  -14.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2280  -14.1706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5528  -14.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0147  -15.5149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8418  -15.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4242  -15.9722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6017  -16.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3739  -16.7877    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9013  -17.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6891  -17.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0894  -17.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8041  -16.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8041  -15.9638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2330  -16.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9499  -17.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6555  -16.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6555  -15.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9424  -15.5613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2315  -15.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3756  -17.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2423  -15.5074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5185  -17.2005    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
 22 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:

   

   ALA1096203

   2-[4-(1H-benzimidazol-2-ylmethyl)-1,4-diazepan-1-yl]-N-(3-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: 6.83

CX LogP: 2.61

CX LogD: 2.50

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -2.28

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