(2R,3R,5R,10S,11R,12R,13R,17R)-12-acetoxy-3,11-dihydroxy-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-2-yl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)acetate

ID: ALA446808

Chembl Id: CHEMBL446808

PubChem CID: 3011648

Max Phase: Preclinical

Molecular Formula: C49H63NO8

Molecular Weight: 794.04

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](OC(=O)CNC(=O)OCC2c4ccccc4-c4ccccc42)[C@H](O)C(C)(C)[C@@H]1CC3)C(C)C

Standard InChI:  InChI=1S/C49H63NO8/c1-27(2)28(3)18-19-29(4)37-21-22-38-35-20-23-40-47(6,7)44(54)39(24-48(40,8)42(35)43(53)45(49(37,38)9)57-30(5)51)58-41(52)25-50-46(55)56-26-36-33-16-12-10-14-31(33)32-15-11-13-17-34(32)36/h10-17,22,27,29,36-37,39-40,43-45,53-54H,3,18-21,23-26H2,1-2,4-9H3,(H,50,55)/t29-,37-,39-,40+,43-,44+,45+,48+,49-/m1/s1

Standard InChI Key:  RCAFAUYOCVBJTN-XSJSCAPESA-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: 794.04Molecular Weight (Monoisotopic): 793.4554AlogP: 8.83#Rotatable Bonds: 11
Polar Surface Area: 131.39Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: 2HBA (Lipinski): 9HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.10CX Basic pKa: CX LogP: 7.70CX LogD: 7.70
Aromatic Rings: 2Heavy Atoms: 58QED Weighted: 0.12Np Likeness Score: 2.11

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