4-(4-cyclohexylphenyl)-2-hydroxy-4-oxobut-2-enoic acid

ID: ALA498902

PubChem CID: 5496308

Max Phase: Preclinical

Molecular Formula: C16H18O4

Molecular Weight: 274.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)/C(O)=C/C(=O)c1ccc(C2CCCCC2)cc1

Standard InChI:  InChI=1S/C16H18O4/c17-14(10-15(18)16(19)20)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h6-11,18H,1-5H2,(H,19,20)/b15-10-

Standard InChI Key:  QLYOBECSIVUORI-GDNBJRDFSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   15.2208   -9.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2208  -10.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9329  -10.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6449  -10.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6449   -9.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9329   -9.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3605   -9.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0738   -9.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3630   -8.5063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7895   -9.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5027   -9.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7919   -8.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5003  -10.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2184   -9.3396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5070  -10.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7946  -10.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0828  -10.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0798  -11.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7947  -12.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5126  -11.8018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 10  2  0
  3  4  2  0
 10 11  1  0
  4  5  1  0
 10 12  1  0
  5  6  2  0
 11 13  2  0
 11 14  1  0
  5  7  1  0
  2 15  1  0
 15 16  1  0
  1  2  2  0
  7  8  1  0
  1  6  1  0
  7  9  2  0
  2  3  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA498902

   (Z)-4-(4-cyclohexylphenyl)-2-hydroxy-4-oxo-but-2-enoic 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: 274.32

Molecular Weight (Monoisotopic): 274.1205

AlogP: 3.44

#Rotatable Bonds: 4

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.37

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: -0.21

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.50

Np Likeness Score: 0.18

References

1. Prado-Prado FJ, Martinez de la Vega O, Uriarte E, Ubeira FM, Chou KC, González-Díaz H..  (2009)  Unified QSAR approach to antimicrobials. 4. Multi-target QSAR modeling and comparative multi-distance study of the giant components of antiviral drug-drug complex networks.,  17  (2): [PMID:19112024] [10.1016/j.bmc.2008.11.075]

Source

Source(1):

• Scientific Literature