Arenarol

ID: ALA1096605

Chembl Id: CHEMBL1096605

PubChem CID: 10470916

Max Phase: Preclinical

Molecular Formula: C21H30O2

Molecular Weight: 314.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Arenarol | Arenarol|CHEMBL1096605|BDBM50500218|2-[[(1R,2S,4aR,8aS)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]benzene-1,4-diol

Canonical SMILES:  C=C1CCC[C@H]2[C@](C)(Cc3cc(O)ccc3O)[C@@H](C)CC[C@@]12C

Standard InChI:  InChI=1S/C21H30O2/c1-14-6-5-7-19-20(14,3)11-10-15(2)21(19,4)13-16-12-17(22)8-9-18(16)23/h8-9,12,15,19,22-23H,1,5-7,10-11,13H2,2-4H3/t15-,19+,20-,21+/m0/s1

Standard InChI Key:  FBMAHDGTCDISLJ-PSMQTCRGSA-N

Alternative Forms

1. Parent:

   

   ALA1096605

   ARENAROL

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: 9.85

CX Basic pKa:

CX LogP: 5.75

CX LogD: 5.75

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: 2.89

References

1. Utkina NK, Denisenko VA, Krasokhin VB..  (2010)  Sesquiterpenoid aminoquinones from the marine sponge Dysidea sp.,  73  (4): [PMID:20230038] [10.1021/np1000285]

2. Kim CK, Woo JK, Kim SH, Cho E, Lee YJ, Lee HS, Sim CJ, Oh DC, Oh KB, Shin J..  (2015)  Meroterpenoids from a Tropical Dysidea sp. Sponge.,  78  (11): [PMID:26551342] [10.1021/acs.jnatprod.5b00867]

Source

Source(1):

• Scientific Literature