12beta-acetoxy-3beta-hydroxy-15-oxo-16-en-20,21,22,23,24,25,26,27-octanordammarane

ID: ALA3422416

Chembl Id: CHEMBL3422416

PubChem CID: 101911915

Max Phase: Preclinical

Molecular Formula: C24H36O4

Molecular Weight: 388.55

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[C@@H]12

Standard InChI:  InChI=1S/C24H36O4/c1-14(25)28-16-13-18-22(4)11-10-19(26)21(2,3)17(22)9-12-23(18,5)24(6)15(16)7-8-20(24)27/h7-8,15-19,26H,9-13H2,1-6H3/t15-,16+,17-,18+,19-,22-,23+,24-/m0/s1

Standard InChI Key:  PVKPXFJHPNYMGT-NRAQGITCSA-N

Alternative Forms

1. Parent:

   

   ALA3422416

   [(3S,5R,8R,9R,10R,12R,13R,14R)-3-hydroxy-4,4,8,10,14-pentamethyl-15-oxo-1,2,3,5,6,7,9,11,12,13-decahydrocyclopenta[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: 388.55

Molecular Weight (Monoisotopic): 388.2614

AlogP: 4.30

#Rotatable Bonds: 1

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: 3.15

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