2-((2-methyl-1H-benzo[d]imidazol-1-yl)methyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

ID: ALA3808563

PubChem CID: 127043384

Max Phase: Preclinical

Molecular Formula: C23H21N3

Molecular Weight: 339.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccc2n1Cc1ccc2c(c1)CCc1ccccc1N2

Standard InChI:  InChI=1S/C23H21N3/c1-16-24-22-8-4-5-9-23(22)26(16)15-17-10-13-21-19(14-17)12-11-18-6-2-3-7-20(18)25-21/h2-10,13-14,25H,11-12,15H2,1H3

Standard InChI Key:  UTKDQJRFSBBBPX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    0.8722   -1.3706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1246    1.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509    1.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2272   -0.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5854    0.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183    1.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1241    0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7970   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3486   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7943    0.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4672   -0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5730   -1.7444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0215   -1.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3330    0.1557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2272    1.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5661    0.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483   -0.5295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7653   -2.6411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4186   -1.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8061   -1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1032   -0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8856    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4042    0.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1072   -0.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086   -1.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3525   -2.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  1  1  0
  1  4  1  0
 10  2  1  0
  5  3  1  0
  2  3  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 16  1  0
 16 17  1  0
 17 21  1  0
 20 18  1  0
 18 19  2  0
 19 17  1  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
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3808563

   ---

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: 339.44

Molecular Weight (Monoisotopic): 339.1735

AlogP: 5.24

#Rotatable Bonds: 2

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: 5.86

CX LogP: 5.33

CX LogD: 5.32

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: -1.20

References

1. Fukuda H, Ito S, Watari K, Mogi C, Arisawa M, Okajima F, Kurose H, Shuto S..  (2016)  Identification of a Potent and Selective GPR4 Antagonist as a Drug Lead for the Treatment of Myocardial Infarction.,  7  (5): [PMID:27190599] [10.1021/acsmedchemlett.6b00014]

Source

Source(1):

• Scientific Literature