2-(4-((1H-benzo[d]imidazol-2-yl)methyl)-1,4-diazepan-1-yl)-N-(3-fluorophenyl)acetamide

ID: ALA1095858

PubChem CID: 46888215

Max Phase: Preclinical

Molecular Formula: C21H24FN5O

Molecular Weight: 381.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1CCCN(Cc2nc3ccccc3[nH]2)CC1)Nc1cccc(F)c1

Standard InChI:  InChI=1S/C21H24FN5O/c22-16-5-3-6-17(13-16)23-21(28)15-27-10-4-9-26(11-12-27)14-20-24-18-7-1-2-8-19(18)25-20/h1-3,5-8,13H,4,9-12,14-15H2,(H,23,28)(H,24,25)

Standard InChI Key:  TZLNUGRCOZPXOK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   17.6573   -1.8593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5794   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -3.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4020   -1.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0757   -1.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0028   -2.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3013   -2.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8874   -1.8047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1410   -2.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6029   -3.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4302   -3.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0124   -3.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1900   -3.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9621   -4.4898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4896   -4.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2774   -4.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6775   -4.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3922   -4.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3922   -3.6659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8211   -4.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5380   -4.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2436   -4.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2436   -3.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5305   -3.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8196   -3.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9636   -4.9124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.7631   -3.1356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1067   -4.9027    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:

   

   ALA1095858

   2-[4-(1H-benzimidazol-2-ylmethyl)-1,4-diazepan-1-yl]-N-(3-fluorophenyl)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: 381.45

Molecular Weight (Monoisotopic): 381.1965

AlogP: 2.85

#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: 11.47

CX Basic pKa: 6.70

CX LogP: 2.24

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -2.41

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