(S)-Acetic acid (3S,5R,8R,9S,10S,13R,16S,17R)-3-hydroxy-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-16-yl ester

ID: ALA519412

Chembl Id: CHEMBL519412

PubChem CID: 44559569

Max Phase: Preclinical

Molecular Formula: C26H34O7

Molecular Weight: 458.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1[C@H]2O[C@]23[C@@H]2CC[C@@H]4C[C@@H](O)CC[C@]4(C)[C@H]2CC[C@]3(C)[C@H]1[C@]12C=CC(=O)O[C@H]1O2

Standard InChI:  InChI=1S/C26H34O7/c1-13(27)30-19-20(25-11-8-18(29)31-22(25)33-25)24(3)10-7-16-17(26(24)21(19)32-26)5-4-14-12-15(28)6-9-23(14,16)2/h8,11,14-17,19-22,28H,4-7,9-10,12H2,1-3H3/t14-,15+,16+,17-,19+,20+,21-,22+,23+,24-,25-,26-/m1/s1

Standard InChI Key:  TVGUACBVECECAJ-YXMSEVLOSA-N

Alternative Forms

1. Parent:

   

   ALA519412

   [(1R,2S,4R,5S,6R,7R,10S,11S,14S,16R)-14-hydroxy-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-5-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: 458.55

Molecular Weight (Monoisotopic): 458.2305

AlogP: 2.89

#Rotatable Bonds: 2

Polar Surface Area: 97.89

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.92

CX LogD: 2.92

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: 3.46

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