(1R,2S)-2-(R)-Methyl-2-methyl-propionic 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-cyclopropa[14,15]cyclopenta[a]phenanthren-3-yl ester

ID: ALA452684

PubChem CID: 44559582

Max Phase: Preclinical

Molecular Formula: C29H40O6

Molecular Weight: 484.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C(=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/c1-25(2,3)23(31)32-17-8-11-26(4)16(14-17)6-7-19-18(26)9-12-27(5)20(15-21-29(19,27)34-21)28-13-10-22(30)33-24(28)35-28/h10,13,16-21,24H,6-9,11-12,14-15H2,1-5H3/t16-,17+,18+,19-,20+,21-,24+,26+,27-,28-,29-/m1/s1

Standard InChI Key:  ZBFLTNCTWZETTJ-LRCVXBMMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA452684

   [(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] 2,2-dimethylpropanoate

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: 4.94

#Rotatable Bonds: 2

Polar Surface Area: 77.66

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.76

CX LogD: 5.76

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: 2.95

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