2-(1-benzyl-5-nitro-1H-indazol-3-yloxy)ethanamine hydrochloride

ID: ALA4795404

PubChem CID: 162672415

Max Phase: Preclinical

Molecular Formula: C16H17ClN4O3

Molecular Weight: 312.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.NCCOc1nn(Cc2ccccc2)c2ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C16H16N4O3.ClH/c17-8-9-23-16-14-10-13(20(21)22)6-7-15(14)19(18-16)11-12-4-2-1-3-5-12;/h1-7,10H,8-9,11,17H2;1H

Standard InChI Key:  SUAKBUALROMMOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   10.3125   -3.1232    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5649   -4.8413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5638   -5.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2785   -6.0815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2767   -4.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921   -4.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9970   -5.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7888   -5.9209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2734   -5.2457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7809   -4.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0312   -3.7902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0483   -6.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4998   -7.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6955   -7.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1473   -7.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4066   -8.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2192   -8.7156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7638   -8.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497   -4.4292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354   -4.8419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495   -3.6043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8371   -3.6140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0874   -2.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8933   -2.6517    0.0000 N   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
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: 312.33

Molecular Weight (Monoisotopic): 312.1222

AlogP: 2.33

#Rotatable Bonds: 6

Polar Surface Area: 96.21

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.28

CX LogP: 2.72

CX LogD: 0.87

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: -1.46

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