3-(4-Nitro-phenylsulfanyl)-1,3-diphenylpropan-1-one

ID: ALA1819223

PubChem CID: 56672128

Max Phase: Preclinical

Molecular Formula: C21H17NO3S

Molecular Weight: 363.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CC(Sc1ccc([N+](=O)[O-])cc1)c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C21H17NO3S/c23-20(16-7-3-1-4-8-16)15-21(17-9-5-2-6-10-17)26-19-13-11-18(12-14-19)22(24)25/h1-14,21H,15H2

Standard InChI Key:  MNEXHRFTJIQXRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.4777   -7.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4766   -7.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1914   -8.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9078   -7.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9050   -7.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1896   -6.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6230   -8.3757    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3368   -7.9621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0519   -8.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3355   -7.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0493   -6.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0480   -5.8985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7644   -7.1349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0485   -9.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7628   -9.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4776   -9.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4736   -8.3653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7588   -7.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7629   -5.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7620   -4.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0463   -4.2535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3302   -4.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3346   -5.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7625   -6.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0481   -7.1381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7623   -5.9004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 13  2  0
  1  2  2  0
  9 14  2  0
  4  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
 17 18  2  0
 18  9  1  0
  8  9  1  0
 12 19  2  0
  4  5  1  0
 19 20  1  0
  8 10  1  0
 20 21  2  0
  2  3  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
 23 12  1  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 24 25  2  0
 24 26  1  0
  1 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1819223

   3-(4-Nitrophenyl)sulfanyl-1,3-diphenylpropan-1-one

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: 363.44

Molecular Weight (Monoisotopic): 363.0929

AlogP: 5.70

#Rotatable Bonds: 7

Polar Surface Area: 60.21

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.59

CX LogD: 5.59

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: -1.00

References

1. Kumar A, Tripathi VD, Kumar P, Gupta LP, Akanksha, Trivedi R, Bid H, Nayak VL, Siddiqui JA, Chakravarti B, Saxena R, Dwivedi A, Siddiquee MI, Siddiqui U, Konwar R, Chattopadhyay N..  (2011)  Design and synthesis of 1,3-biarylsulfanyl derivatives as new anti-breast cancer agents.,  19  (18): [PMID:21871812] [10.1016/j.bmc.2011.07.056]

Source

Source(1):

• Scientific Literature