ID: ALA449167

Max Phase: Preclinical

Molecular Formula: C18H24O4

Molecular Weight: 304.39

Molecule Type: Small molecule

Representations

Synonyms (1): Filifolinol
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC(=O)c1ccc2c(c1)C[C@@]1(O2)[C@@H](C)CC[C@@H](O)C1(C)C

Standard InChI:  InChI=1S/C18H24O4/c1-11-5-8-15(19)17(2,3)18(11)10-13-9-12(16(20)21-4)6-7-14(13)22-18/h6-7,9,11,15,19H,5,8,10H2,1-4H3/t11-,15+,18+/m0/s1

Standard InChI Key:  BGEVVKDFAMDZGO-BKGUAONASA-N

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

Properties

Molecular Weight: 304.39

Molecular Weight (Monoisotopic): 304.1675

AlogP: 2.96

#Rotatable Bonds: 1

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: 1.86

References

1. Villarroel L, Torres R, Urzúa A, Reina M, Cabrera R, González-Coloma A..  (2001)  Heliotropium huascoense resin exudate: chemical constituents and defensive properties.,  64  (9): [PMID:11575941] [10.1021/np000608l]

2. Larghi EL, Operto MA, Torres R, Kaufman TS..  (2009)  New inhibitors of the complement system inspired in K76-COOH. A SAR study of filifolinol derivatives through modifications of the C3' position.,  19  (21): [PMID:19793652] [10.1016/j.bmcl.2009.09.007]

Source

Source(1):

• Scientific Literature