2-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)-8-((4-methylpiperazin-1-yl)methyl)-10,11-dihydro-5H-dibenzo[b,f]azepine

ID: ALA3809413

PubChem CID: 9935504

Max Phase: Preclinical

Molecular Formula: C31H38N6

Molecular Weight: 494.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc2c(C)cc(C)nc2n1Cc1ccc2c(c1)CCc1cc(CN3CCN(C)CC3)ccc1N2

Standard InChI:  InChI=1S/C31H38N6/c1-5-29-34-30-21(2)16-22(3)32-31(30)37(29)20-24-7-11-28-26(18-24)9-8-25-17-23(6-10-27(25)33-28)19-36-14-12-35(4)13-15-36/h6-7,10-11,16-18,33H,5,8-9,12-15,19-20H2,1-4H3

Standard InChI Key:  INKZQGYAHPSKHM-UHFFFAOYSA-N

Molfile:  

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    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
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  7 24  1  0
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 27 36  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3809413

   3-[(2-ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-yl)methyl]-8-[(4-methylpiperazin-1-yl)methyl]-6,11-dihydro-5H-benzo[b][1]benzazepine

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: 494.69

Molecular Weight (Monoisotopic): 494.3158

AlogP: 5.25

#Rotatable Bonds: 5

Polar Surface Area: 49.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.03

CX LogP: 5.62

CX LogD: 4.89

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.41

Np Likeness Score: -1.34

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