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

ID: ALA1096152

PubChem CID: 46888270

Max Phase: Preclinical

Molecular Formula: C21H24ClN5O

Molecular Weight: 397.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1CCCN(Cc2nc3ccccc3[nH]2)CC1)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C21H24ClN5O/c22-16-6-1-2-7-17(16)25-21(28)15-27-11-5-10-26(12-13-27)14-20-23-18-8-3-4-9-19(18)24-20/h1-4,6-9H,5,10-15H2,(H,23,24)(H,25,28)

Standard InChI Key:  WVAGMVPNWFFVOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    6.3980   -8.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3996   -8.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1147   -9.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1060   -7.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8222   -8.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8294   -8.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0926   -8.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6126   -7.8992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9324   -8.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3943   -9.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2214   -9.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8037   -9.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9813   -9.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7535  -10.5259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2810  -10.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0686  -10.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4689  -10.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1836  -10.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1836   -9.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6125  -10.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3281  -10.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0353  -10.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0353   -9.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3216   -9.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6098   -9.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3281  -11.7733    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.6170   -9.2360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8980  -10.9387    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:

   

   ALA1096152

   2-(4-((1H-benzo[d]imidazol-2-yl)methyl)-1,4-diazepan-1-yl)-N-(2-chlorophenyl)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: 397.91

Molecular Weight (Monoisotopic): 397.1669

AlogP: 3.36

#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: 11.41

CX Basic pKa: 6.46

CX LogP: 2.70

CX LogD: 2.65

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -2.27

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