N-(2-chloro-5-((4-nitrophenyl)thio)pyrimidin-4-yl)-2-methoxybenzamide

ID: ALA4066867

PubChem CID: 137632279

Max Phase: Preclinical

Molecular Formula: C18H13ClN4O4S

Molecular Weight: 416.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)Nc1nc(Cl)ncc1Sc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C18H13ClN4O4S/c1-27-14-5-3-2-4-13(14)17(24)21-16-15(10-20-18(19)22-16)28-12-8-6-11(7-9-12)23(25)26/h2-10H,1H3,(H,20,21,22,24)

Standard InChI Key:  RDZBZARALRUFBL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
    8.0290   -5.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7347   -4.8044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4431   -5.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1529   -4.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1544   -3.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4460   -3.5799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7362   -3.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3207   -4.8019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0276   -6.0289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4416   -6.0314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1500   -6.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9037   -6.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6135   -6.0264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3178   -6.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3163   -7.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6106   -7.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9023   -7.2509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0247   -7.6633    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0232   -8.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7274   -8.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -9.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0203  -10.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3119   -9.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3134   -8.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0188  -10.9362    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3090  -11.3435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7231  -11.3460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1954   -6.0239    0.0000 Cl  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
 10 11  1  0
  3 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
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 25 26  2  0
 25 27  1  0
 22 25  1  0
 18 19  1  0
 15 18  1  0
 12 28  1  0
  9 14  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4066867

   ---

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: 416.85

Molecular Weight (Monoisotopic): 416.0346

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 107.25

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.80

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.36

Np Likeness Score: -1.71

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