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

ID: ALA4745215

PubChem CID: 162648704

Max Phase: Preclinical

Molecular Formula: C17H19ClN4O3

Molecular Weight: 326.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNCCOc1nn(Cc2ccccc2)c2ccc([N+](=O)[O-])cc12.Cl

Standard InChI:  InChI=1S/C17H18N4O3.ClH/c1-18-9-10-24-17-15-11-14(21(22)23)7-8-16(15)20(19-17)12-13-5-3-2-4-6-13;/h2-8,11,18H,9-10,12H2,1H3;1H

Standard InChI Key:  MTGYVCFHBDEBSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    9.5464  -11.5205    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5025  -13.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014  -13.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161  -14.2936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2143  -12.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9296  -13.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9345  -13.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7264  -14.1330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2109  -13.4577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7184  -12.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9688  -12.0023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9858  -14.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4374  -15.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6330  -15.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0847  -15.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3441  -16.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1567  -16.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7014  -16.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7872  -12.6413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0729  -13.0540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7870  -11.8164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7746  -11.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250  -11.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8309  -10.8637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0811  -10.0777    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
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: 326.36

Molecular Weight (Monoisotopic): 326.1379

AlogP: 2.59

#Rotatable Bonds: 7

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: 9.35

CX LogP: 3.16

CX LogD: 1.22

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: -1.42

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