8-chloro-1-(1-(pyridin-2-yl)piperidin-4-yl)-5,6-dihydro-4H-benzo[f][1,2,4]triazolo[4,3-a]azepine

ID: ALA4778839

PubChem CID: 162660856

Max Phase: Preclinical

Molecular Formula: C21H22ClN5

Molecular Weight: 379.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Clc1ccc2c(c1)CCCc1nnc(C3CCN(c4ccccn4)CC3)n1-2

Standard InChI:  InChI=1S/C21H22ClN5/c22-17-7-8-18-16(14-17)4-3-6-20-24-25-21(27(18)20)15-9-12-26(13-10-15)19-5-1-2-11-23-19/h1-2,5,7-8,11,14-15H,3-4,6,9-10,12-13H2

Standard InChI Key:  RCCFFEIBQPCVBO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   34.2693  -24.8747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5548  -25.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5484  -26.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2584  -26.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9730  -26.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9775  -25.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2617  -27.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6692  -28.5949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9223  -27.8179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5969  -27.8183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8565  -28.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4134  -29.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6003  -29.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0293  -28.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1263  -27.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8265  -27.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8058  -26.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0855  -26.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3847  -26.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4089  -27.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2708  -24.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9821  -23.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9864  -22.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2801  -22.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5681  -22.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5673  -23.6523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6653  -26.3769    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7 10  1  0
 11  8  2  0
  8  9  1  0
  9  7  2  0
  4  7  1  0
 10 11  1  0
 11 12  1  0
 10 16  1  0
 12 13  1  0
 13 14  1  0
 15 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  1 21  1  0
 19 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778839

   ---

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: 379.89

Molecular Weight (Monoisotopic): 379.1564

AlogP: 4.19

#Rotatable Bonds: 2

Polar Surface Area: 46.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.45

CX LogP: 4.13

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -2.04

References

1. Bozó É,Baska F,Lövei K,Szántó G,Domány-Kovács K,Kurkó D,Szondiné Kordás K,Szokoli T,Bata I.  (2020)  New V1a receptor antagonist. Part 2. Identification and optimization of triazolobenzazepines.,  30  (18.0): [PMID:32731087] [10.1016/j.bmcl.2020.127417]

2. Subbaiah MAM, Meanwell NA..  (2021)  Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design.,  64  (19.0): [PMID:34591488] [10.1021/acs.jmedchem.1c01215]

Source

Source(1):

• Scientific Literature