12beta-acetoxy-3beta,17alpha-dihydroxy-15-oxo-20,21,22,23,24,25,26,27-octanordammarane

ID: ALA3422266

Chembl Id: CHEMBL3422266

PubChem CID: 101911913

Max Phase: Preclinical

Molecular Formula: C24H38O5

Molecular Weight: 406.56

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H38O5/c1-13(25)29-15-12-17-22(4)9-8-18(27)21(2,3)16(22)7-10-23(17,5)24(6)19(28)11-14(26)20(15)24/h14-18,20,26-27H,7-12H2,1-6H3/t14-,15-,16+,17-,18+,20+,22+,23-,24-/m1/s1

Standard InChI Key:  LUZLPULOHLRSON-AXEWUURISA-N

Alternative Forms

1. Parent:

   

   ALA3422266

   [(3S,5R,8R,9R,10R,12R,13S,14R,17R)-3,17-dihydroxy-4,4,8,10,14-pentamethyl-15-oxo-1,2,3,5,6,7,9,11,12,13,16,17-dodecahydrocyclopenta[a]phenanthren-12-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: 406.56

Molecular Weight (Monoisotopic): 406.2719

AlogP: 3.50

#Rotatable Bonds: 1

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: 3.08

References

1. Chen XQ, Shao LD, Pal M, Shen Y, Cheng X, Xu G, Peng LY, Wang K, Pan ZH, Li MM, Leng Y, He J, Zhao QS..  (2015)  Hupehenols A-E, selective 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors from Viburnum hupehense.,  78  (2): [PMID:25590374] [10.1021/np500896n]

Source

Source(1):

• Scientific Literature