2-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)-5H-dibenzo[b,f]azepine

ID: ALA3809977

PubChem CID: 127043394

Max Phase: Preclinical

Molecular Formula: C25H24N4

Molecular Weight: 380.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc2c(C)cc(C)nc2n1Cc1ccc2c(c1)C=Cc1ccccc1N2

Standard InChI:  InChI=1S/C25H24N4/c1-4-23-28-24-16(2)13-17(3)26-25(24)29(23)15-18-9-12-22-20(14-18)11-10-19-7-5-6-8-21(19)27-22/h5-14,27H,4,15H2,1-3H3

Standard InChI Key:  QAYZCHHFHNPKMC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
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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
    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 N   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
   11.8696   -2.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0416    1.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0851   -2.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0241   -3.8561    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
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  9  4  1  0
 10 11  2  0
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 13 14  1  0
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 15 10  1  0
  7 16  1  0
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 20 18  1  0
 18 19  2  0
 19 17  1  0
 20 21  2  0
 21 22  1  0
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 23 24  1  0
 24 25  2  0
 25 20  1  0
 25 26  1  0
 23 27  1  0
 19 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809977

   ---

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: 380.50

Molecular Weight (Monoisotopic): 380.2001

AlogP: 5.89

#Rotatable Bonds: 3

Polar Surface Area: 42.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.45

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.98

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