2-((4S)-6-(4-chlorophenyl)-1-methyl-4H-benzo[f][1,2,4]triazolo[4,3-a]azepin-4-yl)-N-(2-oxoindolin-6-yl)acetamide

ID: ALA5285436

Max Phase: Preclinical

Molecular Formula: C28H22ClN5O2

Molecular Weight: 495.97

Names and Identifiers

Canonical SMILES:  Cc1nnc2n1-c1ccccc1C(c1ccc(Cl)cc1)=C[C@@H]2CC(=O)Nc1ccc2c(c1)NC(=O)C2

Standard InChI:  InChI=1S/C28H22ClN5O2/c1-16-32-33-28-19(14-26(35)30-21-11-8-18-13-27(36)31-24(18)15-21)12-23(17-6-9-20(29)10-7-17)22-4-2-3-5-25(22)34(16)28/h2-12,15,19H,13-14H2,1H3,(H,30,35)(H,31,36)/t19-/m1/s1

Standard InChI Key:  ZSMTZIFKIADHRF-LJQANCHMSA-N

Molfile:  

 
     RDKit          2D

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    0.7730    0.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2365    1.6240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1557    0.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5542    1.5276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2082    2.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6431    2.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 30 34  1  0
 34 35  1  0
 35 33  1  0
 35 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285436

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 495.97

Molecular Weight (Monoisotopic): 495.1462

AlogP: 5.28

#Rotatable Bonds: 4

Polar Surface Area: 88.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.18

CX Basic pKa: 1.99

CX LogP: 3.73

CX LogD: 3.73

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: -0.92

References

1. Akunuri R, Vadakattu M, Bujji S, Veerareddy V, Madhavi YV, Nanduri S..  (2021)  Fused-azepinones: Emerging scaffolds of medicinal importance.,  220  [PMID:33901899] [10.1016/j.ejmech.2021.113445]

Source

Source(1):

• Scientific Literature