(2R,3R,5R,10S,11R,12R,13R,17R)-12-acetoxy-11-hydroxy-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]phenanthrene-2,3-diyl bis(2-(tert-butoxycarbonylamino)acetate)

ID: ALA447895

Chembl Id: CHEMBL447895

PubChem CID: 3011645

Max Phase: Preclinical

Molecular Formula: C46H72N2O11

Molecular Weight: 829.08

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

Standard InChI:  InChI=1S/C46H72N2O11/c1-25(2)26(3)16-17-27(4)30-19-20-31-29-18-21-33-44(12,13)38(57-35(51)24-48-41(54)59-43(9,10)11)32(56-34(50)23-47-40(53)58-42(6,7)8)22-45(33,14)36(29)37(52)39(46(30,31)15)55-28(5)49/h20,25,27,30,32-33,37-39,52H,3,16-19,21-24H2,1-2,4-15H3,(H,47,53)(H,48,54)/t27-,30-,32-,33+,37-,38+,39+,45+,46-/m1/s1

Standard InChI Key:  PTLWZTVABRKWPA-FOUNIMGKSA-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: 829.08Molecular Weight (Monoisotopic): 828.5136AlogP: 7.89#Rotatable Bonds: 12
Polar Surface Area: 175.79Molecular Species: NEUTRALHBA: 11HBD: 3
#RO5 Violations: 3HBA (Lipinski): 13HBD (Lipinski): 3#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.95CX Basic pKa: CX LogP: 6.58CX LogD: 6.58
Aromatic Rings: Heavy Atoms: 59QED Weighted: 0.10Np 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