3-(1-(4-Methoxyphenyl)-3-oxo-3-phenylpropylthio)propanoic acid

ID: ALA1819229

PubChem CID: 54674743

Max Phase: Preclinical

Molecular Formula: C19H20O4S

Molecular Weight: 344.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(CC(=O)c2ccccc2)SCCC(=O)O)cc1

Standard InChI:  InChI=1S/C19H20O4S/c1-23-16-9-7-15(8-10-16)18(24-12-11-19(21)22)13-17(20)14-5-3-2-4-6-14/h2-10,18H,11-13H2,1H3,(H,21,22)

Standard InChI Key:  YQQIRVSQVMWRAO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   13.9620  -23.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6771  -23.9049    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3909  -23.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1061  -23.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3896  -22.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1035  -22.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1022  -21.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8186  -22.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1027  -24.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8170  -25.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5318  -24.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5278  -23.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8130  -23.4869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8171  -21.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8162  -20.1949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1005  -19.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3843  -20.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3888  -21.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2474  -25.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2498  -25.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2482  -23.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5331  -23.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8192  -23.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5318  -22.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  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
 11 19  1  0
  9 10  1  0
 19 20  1  0
  2  3  1  0
  1 21  1  0
 10 11  2  0
 21 22  1  0
  5  6  1  0
 22 23  1  0
 11 12  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1819229

   3-[1-(4-Methoxyphenyl)-3-oxo-3-phenylpropyl]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: 344.43

Molecular Weight (Monoisotopic): 344.1082

AlogP: 4.22

#Rotatable Bonds: 9

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.24

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