(2R,3R,5R,10S,11R,12R,13R,17R)-2,11-dihydroxy-3-(methoxymethoxy)-4,4,10,13-tetramethyl-17-((R)-6-methyl-5-methyleneheptan-2-yl)-2,3,4,5,6,7,10,11,12,13,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-12-yl acetate

ID: ALA505723

Chembl Id: CHEMBL505723

PubChem CID: 3011637

Max Phase: Preclinical

Molecular Formula: C34H54O6

Molecular Weight: 558.80

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C(CC[C@@H](C)[C@H]1CC=C2C3=C([C@@H](O)[C@H](OC(C)=O)[C@@]21C)[C@@]1(C)C[C@@H](O)[C@H](OCOC)C(C)(C)[C@@H]1CC3)C(C)C

Standard InChI:  InChI=1S/C34H54O6/c1-19(2)20(3)11-12-21(4)24-14-15-25-23-13-16-27-32(6,7)30(39-18-38-10)26(36)17-33(27,8)28(23)29(37)31(34(24,25)9)40-22(5)35/h15,19,21,24,26-27,29-31,36-37H,3,11-14,16-18H2,1-2,4-10H3/t21-,24-,26-,27+,29-,30+,31+,33+,34-/m1/s1

Standard InChI Key:  ZGEOUYYAKUCOFM-IPCVMKMHSA-N

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 integrase (9041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ecoRIR Type-2 restriction enzyme EcoRI (39 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: 558.80Molecular Weight (Monoisotopic): 558.3920AlogP: 6.37#Rotatable Bonds: 9
Polar Surface Area: 85.22Molecular Species: NEUTRALHBA: 6HBD: 2
#RO5 Violations: 2HBA (Lipinski): 6HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.43CX Basic pKa: CX LogP: 5.27CX LogD: 5.27
Aromatic Rings: Heavy Atoms: 40QED Weighted: 0.19Np Likeness Score: 3.41

References

1. Singh SB, Ondeyka JG, Schleif WA, Felock P, Hazuda DJ..  (2003)  Chemistry and structure-activity relationship of HIV-1 integrase inhibitor integracide B and related natural products.,  66  (10): [PMID:14575434] [10.1021/np030211s]

Source