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

ID: ALA4791256

PubChem CID: 162671997

Max Phase: Preclinical

Molecular Formula: C17H19ClN4O3

Molecular Weight: 326.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.NCCCOc1nn(Cc2ccccc2)c2ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C17H18N4O3.ClH/c18-9-4-10-24-17-15-11-14(21(22)23)7-8-16(15)20(19-17)12-13-5-2-1-3-6-13;/h1-3,5-8,11H,4,9-10,12,18H2;1H

Standard InChI Key:  YGQNALXXXHQBKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   19.5348  -10.2536    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.5853  -11.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5841  -12.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2989  -13.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2971  -11.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0124  -11.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0173  -12.6349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8091  -12.8871    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2937  -12.2120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8012  -11.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0515  -10.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0686  -13.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5202  -14.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7157  -14.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1676  -14.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4269  -15.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2395  -15.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7842  -15.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8701  -11.3955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1557  -11.8082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8699  -10.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8575  -10.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1077   -9.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9136   -9.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1639   -8.8319    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
 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: 2.72

#Rotatable Bonds: 7

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: 9.94

CX LogP: 2.78

CX LogD: 0.37

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: -1.43

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