(1R,6R)-6-((3S,5R,8R,9S,10S,13R,14S,17S)-3,14-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2,7-dioxabicyclo[4.1.0]hept-4-en-3-one

ID: ALA510534

Chembl Id: CHEMBL510534

PubChem CID: 44559629

Max Phase: Preclinical

Molecular Formula: C24H34O5

Molecular Weight: 402.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@H](O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@]34C=CC(=O)O[C@H]3O4)CC[C@]12O

Standard InChI:  InChI=1S/C24H34O5/c1-21-9-5-15(25)13-14(21)3-4-17-16(21)6-10-22(2)18(7-12-24(17,22)27)23-11-8-19(26)28-20(23)29-23/h8,11,14-18,20,25,27H,3-7,9-10,12-13H2,1-2H3/t14-,15+,16+,17-,18+,20+,21+,22-,23-,24+/m1/s1

Standard InChI Key:  OCYAAZOSHMXOCZ-CIUXFEFNSA-N

Alternative Forms

1. Parent:

   

   ALA510534

   (1R,6R)-6-[(3S,5R,8R,9S,10S,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2,7-dioxabicyclo[4.1.0]hept-4-en-3-one

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

Calculated Properties

Molecular Weight: 402.53

Molecular Weight (Monoisotopic): 402.2406

AlogP: 3.33

#Rotatable Bonds: 1

Polar Surface Area: 79.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: 3.46

References

1. Enomoto A, Rho MC, Komiyama K, Hayashi M..  (2004)  Inhibitory effects of bufadienolides on interleukin-6 in MH-60 cells.,  67  (12): [PMID:15620253] [10.1021/np049950e]

Source

Source(1):

• Scientific Literature