3-(3-Oxo-1,3-diphenylpropylthio)propanoic acid

ID: ALA1819228

PubChem CID: 14893556

Max Phase: Preclinical

Molecular Formula: C18H18O3S

Molecular Weight: 314.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCSC(CC(=O)c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C18H18O3S/c19-16(14-7-3-1-4-8-14)13-17(22-12-11-18(20)21)15-9-5-2-6-10-15/h1-10,17H,11-13H2,(H,20,21)

Standard InChI Key:  JQIADGNIKMYBDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    5.6703  -23.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3855  -24.2091    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0993  -23.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8144  -24.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0980  -22.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8118  -22.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8105  -21.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5269  -22.9682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8110  -25.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5253  -25.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2401  -25.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2361  -24.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5213  -23.7910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5254  -21.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5245  -20.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8088  -20.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0927  -20.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0971  -21.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565  -24.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2414  -23.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5276  -24.2135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2401  -22.9749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
 11 12  1  0
  1  2  1  0
 12 13  2  0
 13  4  1  0
  6  7  1  0
  7 14  2  0
  3  4  1  0
 14 15  1  0
  6  8  2  0
 15 16  2  0
 16 17  1  0
  4  9  2  0
 17 18  2  0
 18  7  1  0
  3  5  1  0
  1 19  1  0
  9 10  1  0
 19 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  2  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1819228

   3-(3-Oxo-1,3-diphenylpropyl)sulfanylpropanoic acid

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: 314.41

Molecular Weight (Monoisotopic): 314.0977

AlogP: 4.21

#Rotatable Bonds: 8

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.22

CX Basic pKa: ┄

CX LogP: 3.88

CX LogD: 0.86

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -0.20

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