N-(2-methoxyphenyl)-2-morpholino-6-((4-nitrophenyl)thio)benzamide

ID: ALA4104290

PubChem CID: 71811716

Max Phase: Preclinical

Molecular Formula: C24H23N3O5S

Molecular Weight: 465.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=O)c1c(Sc2ccc([N+](=O)[O-])cc2)cccc1N1CCOCC1

Standard InChI:  InChI=1S/C24H23N3O5S/c1-31-21-7-3-2-5-19(21)25-24(28)23-20(26-13-15-32-16-14-26)6-4-8-22(23)33-18-11-9-17(10-12-18)27(29)30/h2-12H,13-16H2,1H3,(H,25,28)

Standard InChI Key:  ZOPCLVKZUANBTH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
    9.0923   -8.3535    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0954   -6.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3803   -7.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3807   -7.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6739   -8.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9667   -7.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9664   -7.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6732   -6.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8025   -7.1144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0950   -5.8824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0840   -9.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7953   -9.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7957  -10.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0847  -10.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3817  -10.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3814   -9.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0851  -11.6353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7964  -12.0461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3783  -12.0459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8018   -5.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8015   -4.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5042   -4.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2154   -4.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2158   -5.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5049   -5.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0861   -4.2316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6732   -5.8904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0947   -3.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3823   -5.4841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3842   -4.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6783   -4.2581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9688   -4.6654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9652   -5.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  2  9  2  0
  2 10  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  2  0
 17 19  1  0
 14 17  1  0
  1 11  1  0
  4  1  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 20 25  2  0
 21 26  1  0
 10 20  1  0
  8 27  1  0
 26 28  1  0
 27 29  1  0
 27 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4104290

   N-(2-methoxyphenyl)-2-morpholino-6-(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: 465.53

Molecular Weight (Monoisotopic): 465.1358

AlogP: 4.84

#Rotatable Bonds: 7

Polar Surface Area: 93.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -1.72

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