(8'-alpha,9'-beta-dihydroxy)-3-farnesylindole

ID: ALA5278583

Chembl Id: CHEMBL5278583

Max Phase: Preclinical

Molecular Formula: C23H31NO2

Molecular Weight: 353.51

Names and Identifiers

Canonical SMILES:  CC(C)=C[C@H](O)[C@H](O)/C(C)=C/CC/C(C)=C/Cc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C23H31NO2/c1-16(2)14-22(25)23(26)18(4)9-7-8-17(3)12-13-19-15-24-21-11-6-5-10-20(19)21/h5-6,9-12,14-15,22-26H,7-8,13H2,1-4H3/b17-12+,18-9+/t22-,23+/m0/s1

Standard InChI Key:  RWUFSDSPFFBHHT-ITUBUZOLSA-N

Alternative Forms

1. Parent:

   

   ALA5278583

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 353.51

Molecular Weight (Monoisotopic): 353.2355

AlogP: 5.07

#Rotatable Bonds: 8

Polar Surface Area: 56.25

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.36

CX Basic pKa:

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: 2.02

References

1. Maeda G, Gilissen PJ, Rudenko A, van der Wal J, Bourgard C, Gupta AK, Sunnerhagen P, Munissi JJE, Nyandoro SS, Erdélyi M..  (2021)  Oxygenated Cyclohexene Derivatives from the Stem and Root Barks of Uvaria pandensis.,  84  (12.0): [PMID:34802242] [10.1021/acs.jnatprod.1c00811]

Source

Source(1):

• Scientific Literature