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

ID: ALA3810150

PubChem CID: 127043385

Max Phase: Preclinical

Molecular Formula: C22H19N3

Molecular Weight: 325.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)CCc1cc(Cn3cnc4ccccc43)ccc1N2

Standard InChI:  InChI=1S/C22H19N3/c1-2-6-19-17(5-1)10-11-18-13-16(9-12-20(18)24-19)14-25-15-23-21-7-3-4-8-22(21)25/h1-9,12-13,15,24H,10-11,14H2

Standard InChI Key:  ITQWZIBFIONIHT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 29  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
 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
M  END

Alternative Forms

1. Parent:

   

   ALA3810150

   ---

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: 325.42

Molecular Weight (Monoisotopic): 325.1579

AlogP: 4.93

#Rotatable Bonds: 2

Polar Surface Area: 29.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.30

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.57

Np Likeness Score: -1.12

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