(1R,2S,5R)-Pentanoic acid (3S,5R,8R,9S,10S,13R,17S)-10,13-dimethyl-17-(3-oxo-2,7-dioxa-bicyclo[4.1.0]hept-4-en-6-yl)-hexadecahydro-20-oxa-cylopropa[14,15]cyclopenta[a]phenanthren-3-yl ester

ID: ALA501866

PubChem CID: 44559580

Max Phase: Preclinical

Molecular Formula: C29H40O6

Molecular Weight: 484.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(=O)O[C@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H]([C@]45C=CC(=O)O[C@H]4O5)C[C@H]4O[C@]342)C1

Standard InChI:  InChI=1S/C29H40O6/c1-4-5-6-23(30)32-18-9-12-26(2)17(15-18)7-8-20-19(26)10-13-27(3)21(16-22-29(20,27)34-22)28-14-11-24(31)33-25(28)35-28/h11,14,17-22,25H,4-10,12-13,15-16H2,1-3H3/t17-,18+,19+,20-,21+,22-,25+,26+,27-,28-,29-/m1/s1

Standard InChI Key:  CBERTSGIPSJWBL-QXPSFHRMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA501866

   [(1R,2S,4R,6S,7R,10S,11S,14S,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-yl] pentanoate

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: 484.63

Molecular Weight (Monoisotopic): 484.2825

AlogP: 5.09

#Rotatable Bonds: 5

Polar Surface Area: 77.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.55

CX LogD: 5.55

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: 3.02

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