cacospongionolide E

ID: ALA480874

Chembl Id: CHEMBL480874

PubChem CID: 23243376

Max Phase: Preclinical

Molecular Formula: C25H36O4

Molecular Weight: 400.56

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cacospongionolide E | cacospongionolide E|CHEMBL480874|BDBM50259952|(2R)-3-[(2R)-5-[2-[(1S,2S,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-3,6-dihydro-2H-pyran-2-yl]-2-hydroxy-2H-furan-5-one

Canonical SMILES:  CC1=CCC[C@@H]2[C@@](C)(CCC3=CC[C@H](C4=CC(=O)O[C@H]4O)OC3)[C@@H](C)CC[C@@]12C

Standard InChI:  InChI=1S/C25H36O4/c1-16-6-5-7-21-24(16,3)12-10-17(2)25(21,4)13-11-18-8-9-20(28-15-18)19-14-22(26)29-23(19)27/h6,8,14,17,20-21,23,27H,5,7,9-13,15H2,1-4H3/t17-,20+,21-,23+,24-,25-/m0/s1

Standard InChI Key:  WBDQPITVPUAHAN-DRCQBYJMSA-N

Alternative Forms

1. Parent:

   

   ALA480874

   CACOSPONGIONOLIDE E

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: 400.56

Molecular Weight (Monoisotopic): 400.2614

AlogP: 5.08

#Rotatable Bonds: 4

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.49

CX Basic pKa: ┄

CX LogP: 4.98

CX LogD: 3.08

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: 3.61

References

1. De Rosa S, Crispino A, De Giulio A, Iodice C, Benrezzouk R, Terencio MC, Ferrándiz ML, Alcaraz MJ, Payá M..  (1998)  A new cacospongionolide inhibitor of human secretory phospholipase A2 from the Tyrrhenian sponge Fasciospongia cavernosa and absolute configuration of cacospongionolides.,  61  (7): [PMID:9677277] [10.1021/np980122t]

Source

Source(1):

• Scientific Literature