gracilin A

ID: ALA449214

Chembl Id: CHEMBL449214

PubChem CID: 21602349

Max Phase: Preclinical

Molecular Formula: C23H34O5

Molecular Weight: 390.52

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C/C=C1\C([C@@]2(C)CCCC(C)(C)C2)=CC[C@H]2[C@H](OC(C)=O)O[C@H](OC(C)=O)[C@@H]12

Standard InChI:  InChI=1S/C23H34O5/c1-7-16-18(23(6)12-8-11-22(4,5)13-23)10-9-17-19(16)21(27-15(3)25)28-20(17)26-14(2)24/h7,10,17,19-21H,8-9,11-13H2,1-6H3/b16-7+/t17-,19+,20-,21+,23+/m1/s1

Standard InChI Key:  APJJJQRQXHYHMQ-WQFOLUMZSA-N

Alternative Forms

  1. Parent:

    ALA449214

    GRACILIN A

Associated Targets(Human)

K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PBMC (10003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

pla2 Phospholipase A2 (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 390.52Molecular Weight (Monoisotopic): 390.2406AlogP: 4.91#Rotatable Bonds: 3
Polar Surface Area: 61.83Molecular Species: NEUTRALHBA: 5HBD:
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 4.31CX LogD: 4.31
Aromatic Rings: Heavy Atoms: 28QED Weighted: 0.64Np Likeness Score: 2.54

References

1. Potts BC, Faulkner DJ, Jacobs RS..  (1992)  Phospholipase A2 inhibitors from marine organisms.,  55  (12): [PMID:1294693] [10.1021/np50090a001]
2. Rateb ME, Houssen WE, Schumacher M, Harrison WT, Diederich M, Ebel R, Jaspars M..  (2009)  Bioactive diterpene derivatives from the marine sponge Spongionella sp.,  72  (8): [PMID:19601607] [10.1021/np900233c]

Source