(1R,2S)-Acetic 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: ALA487004

Chembl Id: CHEMBL487004

PubChem CID: 44559574

Max Phase: Preclinical

Molecular Formula: C26H34O6

Molecular Weight: 442.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=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/C26H34O6/c1-14(27)29-16-6-9-23(2)15(12-16)4-5-18-17(23)7-10-24(3)19(13-20-26(18,24)31-20)25-11-8-21(28)30-22(25)32-25/h8,11,15-20,22H,4-7,9-10,12-13H2,1-3H3/t15-,16+,17+,18-,19+,20-,22+,23+,24-,25-,26-/m1/s1

Standard InChI Key:  FPSOKWLLCMWZPL-LMTCXYETSA-N

Alternative Forms

1. Parent:

   

   ALA487004

   [(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] acetate

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: 442.55

Molecular Weight (Monoisotopic): 442.2355

AlogP: 3.92

#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: 3.96

CX LogD: 3.96

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: 3.42

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