N-(2-methoxyphenyl)-5-nitro-2-((4-nitrophenyl)thio)benzamide

ID: ALA4082549

PubChem CID: 118387000

Max Phase: Preclinical

Molecular Formula: C20H15N3O6S

Molecular Weight: 425.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=O)c1cc([N+](=O)[O-])ccc1Sc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C20H15N3O6S/c1-29-18-5-3-2-4-17(18)21-20(24)16-12-14(23(27)28)8-11-19(16)30-15-9-6-13(7-10-15)22(25)26/h2-12H,1H3,(H,21,24)

Standard InChI Key:  GSJQFAGYXXXULA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   12.6079   -7.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8927   -7.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759   -8.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1607   -8.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4581   -8.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4707   -7.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1900   -7.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3105   -7.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6246   -6.4248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7739   -7.1985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5827   -8.8841    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.5660   -9.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2686  -10.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2560  -10.9488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5407  -11.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8340  -10.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8507  -10.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5240  -12.1645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8088  -12.5632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2308  -12.5870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3399   -6.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3525   -5.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0677   -4.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7745   -5.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7578   -6.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0425   -6.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6499   -4.7866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6625   -3.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7914   -6.3815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0577   -7.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  6 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 18 19  2  0
 18 20  1  0
 15 18  1  0
 11 12  1  0
  3 11  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 27 28  1  0
 22 27  1  0
  9 21  1  0
 10 29  1  0
 10 30  2  0
M  CHG  4  10   1  18   1  20  -1  29  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4082549

   N-(2-methoxyphenyl)-5-nitro-2-(4-nitrophenyl)sulfanyl-benzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 425.42

Molecular Weight (Monoisotopic): 425.0682

AlogP: 4.92

#Rotatable Bonds: 7

Polar Surface Area: 124.61

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.63

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -1.55

References

1. Zhou M, Luo RH, Hou XY, Wang RR, Yan GY, Chen H, Zhang RH, Shi JY, Zheng YT, Li R, Wei YQ..  (2017)  Synthesis, biological evaluation and molecular docking study of N-(2-methoxyphenyl)-6-((4-nitrophenyl)sulfonyl)benzamide derivatives as potent HIV-1 Vif antagonists.,  129  [PMID:28235704] [10.1016/j.ejmech.2017.01.010]

Source

Source(1):

• Scientific Literature