12-deacetyl-12-epi-scalaradial

ID: ALA478091

Chembl Id: CHEMBL478091

PubChem CID: 23425846

Max Phase: Preclinical

Molecular Formula: C25H38O3

Molecular Weight: 386.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@]2(C)[C@H]3C[C@@H](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/C25H38O3/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/h7,14-15,17-21,28H,6,8-13H2,1-5H3/t17-,18-,19-,20+,21+,23-,24-,25+/m0/s1

Standard InChI Key:  RZKMKRDUWZVLSO-DSJLVYBMSA-N

Alternative Forms

1. Parent:

   

   ALA478091

   (1R,4aS,4bR,6aS,10aS,10bR,12R,12aS)-12-hydroxy-4b,7,7,10a,12a-pentamethyl-1,4,4a,5,6,6a,8,9,10,10b,11,12-dodecahydrochrysene-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: 386.58

Molecular Weight (Monoisotopic): 386.2821

AlogP: 4.97

#Rotatable Bonds: 2

Polar Surface Area: 54.37

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.90

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: 3.11

References

1. Potts BC, Faulkner DJ, Jacobs RS..  (1992)  Phospholipase A2 inhibitors from marine organisms.,  55  (12): [PMID:1294693] [10.1021/np50090a001]

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]

3. Khan S, Al-Fadhli AA, Tilvi S..  (2021)  Discovery of cytotoxic natural products from Red Sea sponges: Structure and synthesis.,  220  [PMID:33940466] [10.1016/j.ejmech.2021.113491]

Source

Source(1):

• Scientific Literature