2-amino-N-(2-iodophenyl)-6-((4-nitrophenyl)sulfonyl)benzamide

ID: ALA4592352

PubChem CID: 71811763

Max Phase: Preclinical

Molecular Formula: C19H14IN3O5S

Molecular Weight: 523.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cccc(S(=O)(=O)c2ccc([N+](=O)[O-])cc2)c1C(=O)Nc1ccccc1I

Standard InChI:  InChI=1S/C19H14IN3O5S/c20-14-4-1-2-6-16(14)22-19(24)18-15(21)5-3-7-17(18)29(27,28)13-10-8-12(9-11-13)23(25)26/h1-11H,21H2,(H,22,24)

Standard InChI Key:  ZISJSWBEARLRIB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   23.0052  -15.2295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4274  -15.8114    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.2202  -16.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3045  -14.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3034  -15.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0114  -15.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7211  -15.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7183  -14.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0097  -14.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4244  -14.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0072  -13.3595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4307  -16.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4214  -13.3535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1337  -14.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1275  -12.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8320  -13.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5377  -12.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5351  -12.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8209  -11.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1181  -12.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7228  -17.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7258  -17.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4364  -18.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1454  -17.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1388  -17.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4415  -19.0820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1515  -19.4868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7361  -19.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8322  -14.1689    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
  7  2  1  0
  9 11  1  0
  2 12  1  0
 10 13  1  0
 10 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 12  1  0
 26 27  2  0
 26 28  1  0
 23 26  1  0
 16 29  1  0
M  CHG  2  26   1  28  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4592352

   2-amino-N-(2-iodophenyl)-6-(4-nitrophenyl)sulfonyl-benzamide

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: 523.31

Molecular Weight (Monoisotopic): 522.9699

AlogP: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 132.40

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.62

CX LogP: 4.71

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.23

Np Likeness Score: -1.70

References

1. Zhang RH, Wang S, Luo RH, Zhou M, Zhang H, Xu GB, Zhao YL, Li YJ, Wang YL, Yan G, Liao SG, Zheng YT, Li R..  (2019)  Design, synthesis, and biological evaluation of 2-amino-N-(2-methoxyphenyl)-6-((4-nitrophenyl)sulfonyl)benzamide derivatives as potent HIV-1 Vif inhibitors.,  29  (24): [PMID:31685340] [10.1016/j.bmcl.2019.126638]

Source

Source(1):

• Scientific Literature