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

ID: ALA3422265

Chembl Id: CHEMBL3422265

PubChem CID: 101911912

Max Phase: Preclinical

Molecular Formula: C25H40O5

Molecular Weight: 420.59

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H40O5/c1-14(26)30-16-12-18-23(4)10-9-19(27)22(2,3)17(23)8-11-24(18,5)25(6)20(28)13-15(29-7)21(16)25/h15-19,21,27H,8-13H2,1-7H3/t15-,16-,17+,18-,19+,21+,23+,24-,25-/m1/s1

Standard InChI Key:  CTERVLHXMOVKJM-YLXWABNASA-N

Alternative Forms

1. Parent:

   

   ALA3422265

   [(3S,5R,8R,9R,10R,12R,13S,14R,17R)-3-hydroxy-17-methoxy-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: 420.59

Molecular Weight (Monoisotopic): 420.2876

AlogP: 4.15

#Rotatable Bonds: 2

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.40

CX LogD: 3.40

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: 3.00

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