6-[(E)-2-Cyclohexylvinyl]-4-methoxy-2H-pyran-2-one

ID: ALA4088442

PubChem CID: 137642999

Max Phase: Preclinical

Molecular Formula: C14H18O3

Molecular Weight: 234.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C2CCCCC2)oc(=O)c1

Standard InChI:  InChI=1S/C14H18O3/c1-16-13-9-12(17-14(15)10-13)8-7-11-5-3-2-4-6-11/h7-11H,2-6H2,1H3/b8-7+

Standard InChI Key:  DGUREXRVFOIGNS-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    9.5669   -3.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5669   -4.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2763   -4.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9857   -4.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9857   -3.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2763   -2.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2763   -2.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9882   -1.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8598   -4.6442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6970   -4.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4094   -4.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1206   -4.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1173   -5.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8245   -5.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5352   -5.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5383   -4.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8308   -4.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  2  9  2  0
  4 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4088442

   ---

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: 234.29

Molecular Weight (Monoisotopic): 234.1256

AlogP: 3.24

#Rotatable Bonds: 3

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.81

Np Likeness Score: 0.81

References

1. Kumagai M, Nishikawa K, Mishima T, Yoshida I, Ide M, Koizumi K, Nakamura M, Morimoto Y..  (2017)  Synthesis of novel 5,6-dehydrokawain analogs as osteogenic inducers and their action mechanisms.,  27  (11): [PMID:28427810] [10.1016/j.bmcl.2017.04.016]

Source

Source(1):

• Scientific Literature