(E/Z)-dracumerin

ID: ALA460603

PubChem CID: 11275633

Max Phase: Preclinical

Molecular Formula: C13H10O2

Molecular Weight: 198.22

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (E/Z)-Dracumerin | (E/Z)-dracumerin|CHEMBL460603

Canonical SMILES:  C=C/C=C/c1cc2ccccc2c(=O)o1

Standard InChI:  InChI=1S/C13H10O2/c1-2-3-7-11-9-10-6-4-5-8-12(10)13(14)15-11/h2-9H,1H2/b7-3+

Standard InChI Key:  NCJLODXKOVAPFB-XVNBXDOJSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -4.5685  -12.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702  -13.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8590  -14.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8576  -12.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1455  -12.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1473  -13.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4289  -14.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7100  -13.8116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082  -12.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295  -12.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4325  -15.0483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9918  -12.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785  -12.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336  -12.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469  -12.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  7 11  2  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA460603

   (E/Z)-dracumerin

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: 198.22

Molecular Weight (Monoisotopic): 198.0681

AlogP: 2.99

#Rotatable Bonds: 2

Polar Surface Area: 30.21

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.69

Np Likeness Score: 1.00

References

1. Engelmeier D, Hadacek F, Hofer O, Lutz-Kutschera G, Nagl M, Wurz G, Greger H..  (2004)  Antifungal 3-butylisocoumarins from Asteraceae-Anthemideae.,  67  (1): [PMID:14738379] [10.1021/np0301339]

Source

Source(1):

• Scientific Literature