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

ID: ALA4547830

Cas Number: 872874-00-5

PubChem CID: 11625224

Max Phase: Preclinical

Molecular Formula: C23H18FN3O2

Molecular Weight: 387.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1ccc2c(c1)C(c1ccccc1F)=N[C@@H](C)c1c(C(=O)OCC)ncn1-2

Standard InChI:  InChI=1S/C23H18FN3O2/c1-4-15-10-11-19-17(12-15)20(16-8-6-7-9-18(16)24)26-14(3)22-21(23(28)29-5-2)25-13-27(19)22/h1,6-14H,5H2,2-3H3/t14-/m0/s1

Standard InChI Key:  NGYKELBMVXBFSM-AWEZNQCLSA-N

Molfile:  

 
     RDKit          2D

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   13.2440  -26.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2422  -24.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9498  -25.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9467  -24.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5976  -26.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4005  -25.9315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2581  -23.1159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5043  -23.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4252  -26.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8404  -26.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.0262  -24.4344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0235  -23.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8406  -23.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2479  -22.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6515  -27.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4789  -27.9529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0805  -28.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8573  -28.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0262  -27.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8034  -27.2036    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.5699  -25.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
  9 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4547830

   SH-053-S-CH3-2'F

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: 387.41

Molecular Weight (Monoisotopic): 387.1383

AlogP: 4.08

#Rotatable Bonds: 3

Polar Surface Area: 56.48

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.69

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.94

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