1-benzyl-3-(2-bromoethoxy)-5-nitro-1H-indazole

ID: ALA4792175

PubChem CID: 162670587

Max Phase: Preclinical

Molecular Formula: C16H14BrN3O3

Molecular Weight: 376.21

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H14BrN3O3/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,8-9,11H2

Standard InChI Key:  HHCXXJJNENDWBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.1988   -8.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6841  -10.7331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2550  -10.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3356  -14.6025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6145  -13.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9506   -9.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1462   -9.6815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5246  -14.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9668   -9.4982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9017  -11.8093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2630  -13.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8765  -13.9846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9670  -10.3218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8115  -13.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3955  -11.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1634  -12.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8938  -10.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3862  -11.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3936  -10.3211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1117  -11.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1066  -10.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6829  -11.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0035   -8.5461    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
 17 21  1  0
  6  1  1  0
 17  7  1  0
  7  6  1  0
  4 12  2  0
 19  2  1  0
 12  5  1  0
 10 16  1  0
  2 13  1  0
 21 19  2  0
 20 10  1  0
 15 20  2  0
 11  8  2  0
 13  9  1  0
 21 20  1  0
 16  5  1  0
  2 22  2  0
  5 14  2  0
  8  4  1  0
 10 18  1  0
 18 17  2  0
 22 15  1  0
 13  3  2  0
 14 11  1  0
  1 23  1  0
M  CHG  2   9  -1  13   1
M  END

Alternative Forms

1. Parent:

   

   ALA4792175

   ---

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: 376.21

Molecular Weight (Monoisotopic): 375.0219

AlogP: 3.77

#Rotatable Bonds: 6

Polar Surface Area: 70.19

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.37

CX LogD: 4.37

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: -1.63

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