3-(4-Carbamoyl-1H-1,2,3-triazol-1-yl)phenyl (2-(4-phenylpiperazin-1-yl)ethyl)carbamate

ID: ALA4520184

PubChem CID: 155541938

Max Phase: Preclinical

Molecular Formula: C22H25N7O3

Molecular Weight: 435.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)c1cn(-c2cccc(OC(=O)NCCN3CCN(c4ccccc4)CC3)c2)nn1

Standard InChI:  InChI=1S/C22H25N7O3/c23-21(30)20-16-29(26-25-20)18-7-4-8-19(15-18)32-22(31)24-9-10-27-11-13-28(14-12-27)17-5-2-1-3-6-17/h1-8,15-16H,9-14H2,(H2,23,30)(H,24,31)

Standard InChI Key:  MPOOJAKMOBNILB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   35.5134   -5.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5122   -5.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2203   -6.3627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9299   -5.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9271   -5.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2185   -4.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2161   -3.9082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9225   -3.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9201   -2.6803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6315   -3.9040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3380   -3.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0469   -3.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7534   -3.4890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4585   -3.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1629   -3.4934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1647   -2.6759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4559   -2.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7453   -2.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8692   -2.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5769   -2.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2844   -2.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2855   -1.4552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5732   -1.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8685   -1.4559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8069   -6.3651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.0606   -6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5133   -6.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9214   -7.3471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7208   -7.1777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.7007   -6.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3689   -5.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2198   -7.2137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 16 19  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 25  1  0
  2 25  1  0
 27 30  1  0
 30 31  2  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520184

   ---

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: 435.49

Molecular Weight (Monoisotopic): 435.2019

AlogP: 1.28

#Rotatable Bonds: 7

Polar Surface Area: 118.61

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.10

CX Basic pKa: 6.93

CX LogP: 2.17

CX LogD: 2.04

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -2.00

References

1. Grillo A, Chemi G, Brogi S, Brindisi M, Relitti N, Fezza F, Fazio D, Castelletti L, Perdona E, Wong A, Lamponi S, Pecorelli A, Benedusi M, Fantacci M, Valoti M, Valacchi G, Micheli F, Novellino E, Campiani G, Butini S, Maccarrone M, Gemma S..  (2019)  Development of novel multipotent compounds modulating endocannabinoid and dopaminergic systems.,  183  [PMID:31518969] [10.1016/j.ejmech.2019.111674]

Source

Source(1):

• Scientific Literature