(+)-zonarol

ID: ALA461471

Chembl Id: CHEMBL461471

PubChem CID: 332671

Max Phase: Preclinical

Molecular Formula: C21H30O2

Molecular Weight: 314.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Zonarol | ZONAROL|NSC331122|(+)-zonarol|CHEMBL461471|SCHEMBL2944215|NSC-331122|2-[[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]benzene-1,4-diol|NCI60_002902

Canonical SMILES:  C=C1CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]1Cc1cc(O)ccc1O

Standard InChI:  InChI=1S/C21H30O2/c1-14-6-9-19-20(2,3)10-5-11-21(19,4)17(14)13-15-12-16(22)7-8-18(15)23/h7-8,12,17,19,22-23H,1,5-6,9-11,13H2,2-4H3/t17-,19-,21+/m1/s1

Standard InChI Key:  CPXDKDFWEZFRKT-QFUCXCTJSA-N

Alternative Forms

1. Parent:

   

   ALA461471

   Zonarol

Molecule Features

Natural Product: Yes

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: 314.47

Molecular Weight (Monoisotopic): 314.2246

AlogP: 5.44

#Rotatable Bonds: 2

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.84

CX Basic pKa: ┄

CX LogP: 5.75

CX LogD: 5.75

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: 2.80

References

1. Laube T, Bernet A, Dahse HM, Jacobsen ID, Seifert K..  (2009)  Synthesis and pharmacological activities of some sesquiterpene quinones and hydroquinones.,  17  (4): [PMID:19188072] [10.1016/j.bmc.2009.01.028]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays