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

ID: ALA3808954

PubChem CID: 127044537

Max Phase: Preclinical

Molecular Formula: C19H19N3

Molecular Weight: 289.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nccn1Cc1ccc2c(c1)CCc1ccccc1N2

Standard InChI:  InChI=1S/C19H19N3/c1-14-20-10-11-22(14)13-15-6-9-19-17(12-15)8-7-16-4-2-3-5-18(16)21-19/h2-6,9-12,21H,7-8,13H2,1H3

Standard InChI Key:  PDYLZSJQYVKUSG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  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
    9.8147   -1.5769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1096   -0.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7734   -2.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4248   -1.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6285    0.8291    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
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3808954

   ---

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: 289.38

Molecular Weight (Monoisotopic): 289.1579

AlogP: 4.08

#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: 7.04

CX LogP: 3.93

CX LogD: 3.79

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -1.19

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