(1S,2S)-Butyric 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: ALA486613

PubChem CID: 44559577

Max Phase: Preclinical

Molecular Formula: C28H38O6

Molecular Weight: 470.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC(=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/C28H38O6/c1-4-5-22(29)31-17-8-11-25(2)16(14-17)6-7-19-18(25)9-12-26(3)20(15-21-28(19,26)33-21)27-13-10-23(30)32-24(27)34-27/h10,13,16-21,24H,4-9,11-12,14-15H2,1-3H3/t16-,17+,18+,19-,20+,21-,24-,25+,26-,27+,28-/m1/s1

Standard InChI Key:  UPJRAHLUSLORRM-BPFDFDKDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA486613

   [(1R,2S,4R,6S,7R,10S,11S,14S,16R)-7,11-dimethyl-6-[(1S,6S)-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] butanoate

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: 470.61

Molecular Weight (Monoisotopic): 470.2668

AlogP: 4.70

#Rotatable Bonds: 4

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: 5.10

CX LogD: 5.10

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: 3.13

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