5-(1-benzyl-5-nitro-1H-indazol-3-yloxy)-N-methylpentan-1-amine hydrochloride

ID: ALA4761615

PubChem CID: 162659857

Max Phase: Preclinical

Molecular Formula: C20H25ClN4O3

Molecular Weight: 368.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCCCCOc1nn(Cc2ccccc2)c2ccc([N+](=O)[O-])cc12.Cl

Standard InChI:  InChI=1S/C20H24N4O3.ClH/c1-21-12-6-3-7-13-27-20-18-14-17(24(25)26)10-11-19(18)23(22-20)15-16-8-4-2-5-9-16;/h2,4-5,8-11,14,21H,3,6-7,12-13,15H2,1H3;1H

Standard InChI Key:  ZELLWPZKRIIWBP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   30.4955   -9.7232    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.9930  -12.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9918  -13.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7067  -13.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7048  -12.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4202  -12.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4251  -13.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2169  -13.7413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7014  -13.0661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2090  -12.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4593  -11.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4764  -14.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9279  -15.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1235  -14.9714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5753  -15.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8347  -16.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6473  -16.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1919  -15.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2778  -12.2497    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5635  -12.6623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2776  -11.4247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2652  -11.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5155  -10.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3215  -10.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5717   -9.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3776   -9.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6280   -8.7237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4339   -8.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  2  0
 19 21  1  0
  2 19  1  0
 11 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  CHG  2  19   1  21  -1
M  END

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: 368.44

Molecular Weight (Monoisotopic): 368.1848

AlogP: 3.76

#Rotatable Bonds: 10

Polar Surface Area: 82.22

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.54

CX LogP: 4.18

CX LogD: 1.29

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.33

Np Likeness Score: -1.28

References

1. Ibáñez-Escribano A,Reviriego F,Vela N,Fonseca-Berzal C,Nogal-Ruiz JJ,Arán VJ,Escario JA,Gómez-Barrio A.  (2021)  Promising hit compounds against resistant trichomoniasis: Synthesis and antiparasitic activity of 3-(ω-aminoalkoxy)-1-benzyl-5-nitroindazoles.,  37  [PMID:33556576] [10.1016/j.bmcl.2021.127843]

Source

Source(1):

• Scientific Literature