15beta-acetyloxybufalin

ID: ALA2402164

Chembl Id: CHEMBL2402164

PubChem CID: 73347505

Max Phase: Preclinical

Molecular Formula: C26H36O6

Molecular Weight: 444.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1C[C@H](c2ccc(=O)oc2)[C@@]2(C)CC[C@H]3[C@@H](CC[C@@H]4C[C@@H](O)CC[C@@]43C)[C@@]12O

Standard InChI:  InChI=1S/C26H36O6/c1-15(27)32-22-13-21(16-4-7-23(29)31-14-16)25(3)11-9-19-20(26(22,25)30)6-5-17-12-18(28)8-10-24(17,19)2/h4,7,14,17-22,28,30H,5-6,8-13H2,1-3H3/t17-,18+,19+,20-,21-,22-,24+,25-,26-/m1/s1

Standard InChI Key:  NKANCEACKQLYCR-AHBNOPRMSA-N

Alternative Forms

1. Parent:

   

   ALA2402164

   [(3S,5R,8R,9S,10S,13R,14S,15R,17R)-3,14-dihydroxy-10,13-dimethyl-17-(6-oxopyran-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] acetate

Molecule Features

Natural Product: Yes

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: 444.57

Molecular Weight (Monoisotopic): 444.2512

AlogP: 3.78

#Rotatable Bonds: 2

Polar Surface Area: 96.97

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.27

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.67

Np Likeness Score: 2.80

References

1. Liu J, Zhang D, Li Y, Chen W, Ruan Z, Deng L, Wang L, Tian H, Yiu A, Fan C, Luo H, Liu S, Wang Y, Xiao G, Chen L, Ye W..  (2013)  Discovery of bufadienolides as a novel class of ClC-3 chloride channel activators with antitumor activities.,  56  (14): [PMID:23799775] [10.1021/jm400881m]

Source

Source(1):

• Scientific Literature