(3bR,5aS,9aS,9bR)-3b,6,6,9a-tetramethyl-3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan

ID: ALA446647

Chembl Id: CHEMBL446647

PubChem CID: 10968137

Max Phase: Preclinical

Molecular Formula: C20H30O

Molecular Weight: 286.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@]2(C)[C@H]3CCc4cocc4[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C20H30O/c1-18(2)9-5-10-20(4)16(18)8-11-19(3)15-13-21-12-14(15)6-7-17(19)20/h12-13,16-17H,5-11H2,1-4H3/t16-,17-,19-,20-/m0/s1

Standard InChI Key:  YMOPWLIPDPZTLZ-ZULIPRJHSA-N

Alternative Forms

1. Parent:

   

   ALA446647

   (3bR,5aS,9aS,9bR)-3b,6,6,9a-tetramethyl-3b,4,5,5a,6,7,8,9,9a,9b,10,11-dodecahydrophenanthro[1,2-c]furan

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: 286.46

Molecular Weight (Monoisotopic): 286.2297

AlogP: 5.73

#Rotatable Bonds: ┄

Polar Surface Area: 13.14

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.75

CX LogD: 5.75

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 3.08

References

1. Carroll AR, Lamb J, Moni R, Hooper JN, Quinn RJ..  (2008)  Spongian diterpenes with thyrotropin releasing hormone receptor 2 binding affinity from Spongia sp.,  71  (5): [PMID:18407692] [10.1021/np070658r]

2. Betancur-Galvis L, Zuluaga C, Arnó M, González MA, Zaragozá RJ..  (2002)  Cytotoxic effect (on tumor cells) and in vitro antiviral activity against herpes simplex virus of synthetic spongiane diterpenes.,  65  (2): [PMID:11858754] [10.1021/np010206t]

Source

Source(1):

• Scientific Literature