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

ID: ALA4087544

PubChem CID: 137641574

Max Phase: Preclinical

Molecular Formula: C13H16O3

Molecular Weight: 220.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C2CCCC2)oc(=O)c1

Standard InChI:  InChI=1S/C13H16O3/c1-15-12-8-11(16-13(14)9-12)7-6-10-4-2-3-5-10/h6-10H,2-5H2,1H3/b7-6+

Standard InChI Key:  QWHXCVAVFGVROO-VOTSOKGWSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   16.7731   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7731   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4825   -5.4314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1919   -5.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1919   -4.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4825   -3.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4825   -2.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1943   -2.5589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0659   -5.4366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9031   -5.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6155   -5.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3268   -5.4386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4098   -6.2555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2131   -6.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6227   -5.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0767   -5.1073    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
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4087544

   ---

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: 220.27

Molecular Weight (Monoisotopic): 220.1099

AlogP: 2.85

#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: 2.58

CX LogD: 2.58

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: 0.88

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