ID: ALA177697

Max Phase: Preclinical

Molecular Formula: C24H30O4

Molecular Weight: 382.50

Molecule Type: Small molecule

Representations

Synonyms (1): Farnesiferol C
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C(=C\COc1ccc2ccc(=O)oc2c1)CC[C@@H]1C(C)(C)[C@H]2CC[C@]1(C)O2

Standard InChI:  InChI=1S/C24H30O4/c1-16(5-9-20-23(2,3)21-11-13-24(20,4)28-21)12-14-26-18-8-6-17-7-10-22(25)27-19(17)15-18/h6-8,10,12,15,20-21H,5,9,11,13-14H2,1-4H3/b16-12+/t20-,21-,24+/m1/s1

Standard InChI Key:  OCHZHKVSLMBEJP-QYQYHAIPSA-N

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

Properties

Molecular Weight: 382.50

Molecular Weight (Monoisotopic): 382.2144

AlogP: 5.49

#Rotatable Bonds: 6

Polar Surface Area: 48.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: 2.07

References

1. Cravotto G, Balliano G, Robaldo B, Oliaro-Bosso S, Chimichi S, Boccalini M..  (2004)  Farnesyloxycoumarins, a new class of squalene-hopene cyclase inhibitors.,  14  (8): [PMID:15050630] [10.1016/j.bmcl.2004.01.085]

2. Lee CL, Chiang LC, Cheng LH, Liaw CC, Abd El-Razek MH, Chang FR, Wu YC..  (2009)  Influenza A (H(1)N(1)) Antiviral and Cytotoxic Agents from Ferula assa-foetida.,  72  (9): [PMID:19691312] [10.1021/np900158f]

Source

Source(1):

• Scientific Literature