1-benzyl-5-nitro-3-(2-(piperidin-1-yl)ethoxy)-1H-indazole hydrochloride

ID: ALA4758748

PubChem CID: 162657733

Max Phase: Preclinical

Molecular Formula: C21H25ClN4O3

Molecular Weight: 380.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=[N+]([O-])c1ccc2c(c1)c(OCCN1CCCCC1)nn2Cc1ccccc1

Standard InChI:  InChI=1S/C21H24N4O3.ClH/c26-25(27)18-9-10-20-19(15-18)21(28-14-13-23-11-5-2-6-12-23)22-24(20)16-17-7-3-1-4-8-17;/h1,3-4,7-10,15H,2,5-6,11-14,16H2;1H

Standard InChI Key:  MRBFFJCKIPXSLT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   18.5036   -3.9777    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.6433   -4.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6421   -5.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3567   -5.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3548   -3.7733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0699   -4.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0748   -5.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8664   -5.2650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3508   -4.5901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8585   -3.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1088   -3.1352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1258   -6.0478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5775   -6.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7733   -6.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2254   -7.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4846   -7.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2970   -8.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8414   -7.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9283   -3.7739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2142   -4.1864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9281   -2.9493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9144   -2.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1645   -2.1731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9702   -1.9969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5247   -2.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3273   -2.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5816   -1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0271   -1.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2180   -1.2152    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
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  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: 380.45

Molecular Weight (Monoisotopic): 380.1848

AlogP: 3.86

#Rotatable Bonds: 7

Polar Surface Area: 73.43

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.55

CX LogP: 4.39

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -1.74

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