1-(2-((1-(3-Amino-1H-1,2,4-triazol-5-yl)piperidin-4-yl)(4-chlorophenethyl)amino)ethyl)-3-methylurea

ID: ALA4555101

PubChem CID: 121410329

Max Phase: Preclinical

Molecular Formula: C19H29ClN8O

Molecular Weight: 420.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)NCCN(CCc1ccc(Cl)cc1)C1CCN(c2nc(N)n[nH]2)CC1

Standard InChI:  InChI=1S/C19H29ClN8O/c1-22-19(29)23-9-13-27(10-6-14-2-4-15(20)5-3-14)16-7-11-28(12-8-16)18-24-17(21)25-26-18/h2-5,16H,6-13H2,1H3,(H2,22,23,29)(H3,21,24,25,26)

Standard InChI Key:  ARWWVAZVGCKBKL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   13.7918  -13.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7906  -14.7324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4987  -15.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2083  -14.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2055  -13.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4969  -13.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0826  -15.1404    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.9117  -13.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6209  -13.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3271  -13.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0363  -13.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0371  -14.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7423  -15.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4508  -14.7169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4497  -13.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7400  -13.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1620  -15.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2475  -15.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0468  -16.1064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4554  -15.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9086  -14.7915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2705  -15.3946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3240  -12.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0302  -12.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0271  -11.4470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7333  -11.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7302  -10.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4425  -11.4417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1487  -11.0304    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
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 17  2  0
 14 17  1  0
 20 22  1  0
 10 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555101

   ---

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: 420.95

Molecular Weight (Monoisotopic): 420.2153

AlogP: 1.48

#Rotatable Bonds: 8

Polar Surface Area: 115.20

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 9.05

CX LogP: 1.79

CX LogD: 0.13

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.68

References

1. Mazur M, Dymek B, Koralewski R, Sklepkiewicz P, Olejniczak S, Mazurkiewicz M, Piotrowicz M, Salamon M, Jędrzejczak K, Zagozdzon A, Czestkowski W, Matyszewski K, Borek B, Bartoszewicz A, Pluta E, Rymaszewska A, Mozga W, Stefaniak F, Dobrzański P, Dzwonek K, Golab J, Golebiowski A, Olczak J..  (2019)  Development of Dual Chitinase Inhibitors as Potential New Treatment for Respiratory System Diseases.,  62  (15): [PMID:31291098] [10.1021/acs.jmedchem.9b00681]

Source

Source(1):

• Scientific Literature