(2R,3R,5R,10S,11R,12R,13R,17R)-12-acetoxy-2,11-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-3-yl methyl succinate

ID: ALA449147

Chembl Id: CHEMBL449147

PubChem CID: 3011641

Max Phase: Preclinical

Molecular Formula: C37H56O8

Molecular Weight: 628.85

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

Standard InChI:  InChI=1S/C37H56O8/c1-20(2)21(3)11-12-22(4)25-14-15-26-24-13-16-28-35(6,7)33(45-30(41)18-17-29(40)43-10)27(39)19-36(28,8)31(24)32(42)34(37(25,26)9)44-23(5)38/h15,20,22,25,27-28,32-34,39,42H,3,11-14,16-19H2,1-2,4-10H3/t22-,25-,27-,28+,32-,33+,34+,36+,37-/m1/s1

Standard InChI Key:  IYXWLMDHNIOQRT-KFQADAJUSA-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: 628.85Molecular Weight (Monoisotopic): 628.3975AlogP: 6.24#Rotatable Bonds: 10
Polar Surface Area: 119.36Molecular Species: NEUTRALHBA: 8HBD: 2
#RO5 Violations: 2HBA (Lipinski): 8HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 13.42CX Basic pKa: CX LogP: 4.97CX LogD: 4.97
Aromatic Rings: Heavy Atoms: 45QED Weighted: 0.17Np Likeness Score: 3.04

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