12-deacetoxy-12-oxo-scalaradial

ID: ALA487599

Chembl Id: CHEMBL487599

PubChem CID: 21574233

Max Phase: Preclinical

Molecular Formula: C25H36O3

Molecular Weight: 384.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@]2(C)[C@H]3CC(=O)[C@]4(C)[C@@H](C=O)C(C=O)=CC[C@H]4[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C25H36O3/c1-22(2)10-6-11-23(3)18(22)9-12-24(4)19-8-7-16(14-26)17(15-27)25(19,5)21(28)13-20(23)24/h7,14-15,17-20H,6,8-13H2,1-5H3/t17-,18-,19-,20+,23-,24-,25+/m0/s1

Standard InChI Key:  KWZUECIPBRPVAL-KZLDNJQNSA-N

Alternative Forms

1. Parent:

   

   ALA487599

   (1S,4aS,4bR,6aS,10aS,10bR,12aS)-4b,7,7,10a,12a-pentamethyl-12-oxo-4,4a,5,6,6a,8,9,10,10b,11-decahydro-1H-chrysene-1,2-dicarbaldehyde

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: 384.56

Molecular Weight (Monoisotopic): 384.2664

AlogP: 5.17

#Rotatable Bonds: 2

Polar Surface Area: 51.21

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: 2.85

References

1. Gavagnin M, Mollo E, Docimo T, Guo YW, Cimino G..  (2004)  Scalarane metabolites of the nudibranch Glossodoris rufomarginata and Its dietary sponge from the South China Sea.,  67  (12): [PMID:15620263] [10.1021/np040087s]

2. Kamel HN, Kim YB, Rimoldi JM, Fronczek FR, Ferreira D, Slattery M..  (2009)  Scalarane sesterterpenoids: semisynthesis and biological activity.,  72  (8): [PMID:19658408] [10.1021/np900326a]

Source

Source(1):

• Scientific Literature