2-((9H-carbazol-9-yl)methyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

ID: ALA3810295

PubChem CID: 127043387

Max Phase: Preclinical

Molecular Formula: C27H22N2

Molecular Weight: 374.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2c(c1)CCc1cc(Cn3c4ccccc4c4ccccc43)ccc1N2

Standard InChI:  InChI=1S/C27H22N2/c1-4-10-24-20(7-1)14-15-21-17-19(13-16-25(21)28-24)18-29-26-11-5-2-8-22(26)23-9-3-6-12-27(23)29/h1-13,16-17,28H,14-15,18H2

Standard InChI Key:  AHNXBJZDQOBFDK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
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   -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
   10.0475   -1.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0189   -0.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3821    1.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7357    1.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7643    0.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4393   -0.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3149   -1.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3434   -2.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9930   -4.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6012   -4.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5727   -3.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9358   -2.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  4  1  0
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  7 16  1  0
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 24 17  1  0
 18 19  2  0
 19 20  1  0
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 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3810295

   ---

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: 374.49

Molecular Weight (Monoisotopic): 374.1783

AlogP: 6.69

#Rotatable Bonds: 2

Polar Surface Area: 16.96

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.70

CX LogP: 7.04

CX LogD: 7.04

Aromatic Rings: 5

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -0.55

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