Acetic acid (5R,10S,11R,12R,13R,17R)-17-((R)-1,5-dimethyl-4-methylene-hexyl)-11-hydroxy-4,4,10,13-tetramethyl-2,3,4,5,6,7,10,11,12,13,16,17-dodecahydro-1H-20-oxa-cyclopropa[2,3]cyclopenta[a]phenanthren-12-yl ester

ID: ALA468668

Chembl Id: CHEMBL468668

PubChem CID: 3011632

Max Phase: Preclinical

Molecular Formula: C32H48O4

Molecular Weight: 496.73

Molecule Type: Small molecule

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]2O[C@@H]2C(C)(C)[C@@H]1CC3)C(C)C

Standard InChI:  InChI=1S/C32H48O4/c1-17(2)18(3)10-11-19(4)22-13-14-23-21-12-15-25-30(6,7)28-24(36-28)16-31(25,8)26(21)27(34)29(32(22,23)9)35-20(5)33/h14,17,19,22,24-25,27-29,34H,3,10-13,15-16H2,1-2,4-9H3/t19-,22-,24+,25+,27-,28+,29+,31+,32-/m1/s1

Standard InChI Key:  PRGJYRHJMFJXSW-KUHDHTCPSA-N

Alternative Forms

1. Parent:

   

   ALA468668

   [(2S,4S,6R,8R,15R,16R,17R,18R)-18-hydroxy-2,7,7,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-5-oxapentacyclo[9.7.0.02,8.04,6.012,16]octadeca-1(11),12-dien-17-yl] acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 496.73

Molecular Weight (Monoisotopic): 496.3553

AlogP: 6.78

#Rotatable Bonds: 6

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.52

CX Basic pKa: ┄

CX LogP: 5.72

CX LogD: 5.72

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.25

Np Likeness Score: 3.73

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

Source(1):

• Scientific Literature