(E)-4-Methoxy-6-(4-trifluoromethylstyryl)-2H-pyran-2-one

ID: ALA4090038

PubChem CID: 137641471

Max Phase: Preclinical

Molecular Formula: C15H11F3O3

Molecular Weight: 296.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/c2ccc(C(F)(F)F)cc2)oc(=O)c1

Standard InChI:  InChI=1S/C15H11F3O3/c1-20-13-8-12(21-14(19)9-13)7-4-10-2-5-11(6-3-10)15(16,17)18/h2-9H,1H3/b7-4+

Standard InChI Key:  PVAQSHUOUUSREG-QPJJXVBHSA-N

Molfile:  

     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   20.1739  -10.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1739  -10.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8792  -11.2591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5886  -10.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5886  -10.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8792   -9.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8792   -8.7951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5910   -8.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4627  -11.2642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2998  -11.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0122  -10.8567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7235  -11.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7194  -12.0856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4298  -12.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1432  -12.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1418  -11.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4308  -10.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8508  -12.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8507  -13.3216    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.5627  -12.0877    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.5587  -12.9058    0.0000 F   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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090038

   ---

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: 296.24

Molecular Weight (Monoisotopic): 296.0660

AlogP: 3.84

#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: 3.52

CX LogD: 3.52

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.86

Np Likeness Score: 0.06

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