2-(((4S)-6-(4-chlorophenyl)-1-methyl-4H-benzo[f][1,2,4]triazolo[4,3-a]azepin-4-yl)methyl)-5-methyl-1,3,4-oxadiazole

ID: ALA5287223

Max Phase: Preclinical

Molecular Formula: C22H18ClN5O

Molecular Weight: 403.87

Names and Identifiers

Canonical SMILES:  Cc1nnc(C[C@H]2C=C(c3ccc(Cl)cc3)c3ccccc3-n3c(C)nnc32)o1

Standard InChI:  InChI=1S/C22H18ClN5O/c1-13-24-27-22-16(12-21-26-25-14(2)29-21)11-19(15-7-9-17(23)10-8-15)18-5-3-4-6-20(18)28(13)22/h3-11,16H,12H2,1-2H3/t16-/m1/s1

Standard InChI Key:  AGYIAWHWIUZNSD-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
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   -1.3919    0.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8842   -0.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0601   -0.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.4581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2829    1.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    1.6257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1805    0.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7794    0.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5899    1.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8009    1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -0.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8844   -1.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2960   -2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206   -2.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5321   -1.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -0.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8589    1.8509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3378    2.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753    2.5812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207    3.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2570    0.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5328   -3.0250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.4704   -0.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2396   -0.8467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1965   -1.6696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006   -1.8829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9519   -1.1918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7794   -2.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  1  7  1  0
  2  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  1 11  1  0
 12  3  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 12 17  1  0
 17 16  2  0
  6 18  2  0
  7 19  1  0
 19 20  2  0
 20 18  1  0
 19 21  1  0
  5 22  1  1
 15 23  1  0
 22 24  1  0
 25 24  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  2  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287223

   ---

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: 403.87

Molecular Weight (Monoisotopic): 403.1200

AlogP: 4.69

#Rotatable Bonds: 3

Polar Surface Area: 69.63

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.99

CX LogP: 2.62

CX LogD: 2.62

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.89

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