(5R,8R,9S,10S,13R,17S)-10,13-Dimethyl-17-((1S,6R)-3-oxo-2,7-dioxa-bicyclo[4.1.0]hept-4-en-6-yl)-tetradecahydro-20-oxa-cyclopropa[14,15]cyclopenta[a]phenanthren-3-one

ID: ALA486201

PubChem CID: 10993000

Max Phase: Preclinical

Molecular Formula: C24H30O5

Molecular Weight: 398.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CCC(=O)C[C@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@]34C=CC(=O)O[C@H]3O4)C[C@H]3O[C@]132

Standard InChI:  InChI=1S/C24H30O5/c1-21-8-5-14(25)11-13(21)3-4-16-15(21)6-9-22(2)17(12-18-24(16,22)28-18)23-10-7-19(26)27-20(23)29-23/h7,10,13,15-18,20H,3-6,8-9,11-12H2,1-2H3/t13-,15+,16-,17+,18-,20+,21+,22-,23-,24-/m1/s1

Standard InChI Key:  AMHVZECVAABXSC-NLOUTASGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA486201

   (1R,2S,4R,6S,7R,10S,11S,16R)-7,11-dimethyl-6-[(1R,6R)-3-oxo-2,7-dioxabicyclo[4.1.0]hept-4-en-6-yl]-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecan-14-one

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: 398.50

Molecular Weight (Monoisotopic): 398.2093

AlogP: 3.55

#Rotatable Bonds: 1

Polar Surface Area: 68.43

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: 3.55

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