methyl 8-ethynyl-6-(pyridin-2-yl)-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate

ID: ALA4537371

PubChem CID: 88286432

Max Phase: Preclinical

Molecular Formula: C20H14N4O2

Molecular Weight: 342.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1ccc2c(c1)C(c1ccccn1)=NCc1c(C(=O)OC)ncn1-2

Standard InChI:  InChI=1S/C20H14N4O2/c1-3-13-7-8-16-14(10-13)18(15-6-4-5-9-21-15)22-11-17-19(20(25)26-2)23-12-24(16)17/h1,4-10,12H,11H2,2H3

Standard InChI Key:  LWYYAGMSQFPJGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.9081  -10.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6162  -10.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6144   -9.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3223  -10.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.7767  -10.5866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1315   -9.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9664   -8.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7743   -9.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1972   -8.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6505   -7.7616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8900   -8.0892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7906  -11.5666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0088  -11.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8285  -12.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4290  -13.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2127  -12.9136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3893  -12.1179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0132   -8.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4230   -9.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4205   -7.6740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2377   -7.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2043  -10.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4963  -11.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  6  4  2  0
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  6 10  1  0
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  7  8  2  0
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  7 15  1  0
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 25 26  3  0
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537371

   Methyl 8-ethynyl-6-(pyridin-2-yl)-4h-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 342.36

Molecular Weight (Monoisotopic): 342.1117

AlogP: 2.39

#Rotatable Bonds: 2

Polar Surface Area: 69.37

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.05

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -0.77

References

1. Maramai S, Benchekroun M, Ward SE, Atack JR..  (2020)  Subtype Selective γ-Aminobutyric Acid Type A Receptor (GABA_AR) Modulators Acting at the Benzodiazepine Binding Site: An Update.,  63  (7): [PMID:31738537] [10.1021/acs.jmedchem.9b01312]

Source

Source(1):

• Scientific Literature