Acetic acid (1R,5aR,8R,9R,10aS,11R,12R,12aR)-1-((R)-1,5-dimethyl-4-methylene-hexyl)-11-hydroxy-6,6,8,8,10a,12a-hexamethyl-2,4,5,5a,6,6a,9a,10,10a,11,12,12a-dodecahydro-1H-7,9-dioxa-dicyclopenta[a,h]phenanthren-12-yl ester

ID: ALA455285

Chembl Id: CHEMBL455285

PubChem CID: 3011631

Max Phase: Preclinical

Molecular Formula: C35H54O5

Molecular Weight: 554.81

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

Standard InChI:  InChI=1S/C35H54O5/c1-19(2)20(3)12-13-21(4)24-15-16-25-23-14-17-27-32(6,7)30-26(39-33(8,9)40-30)18-34(27,10)28(23)29(37)31(35(24,25)11)38-22(5)36/h16,19,21,24,26-27,29-31,37H,3,12-15,17-18H2,1-2,4-11H3/t21-,24-,26-,27+,29-,30+,31+,34+,35-/m1/s1

Standard InChI Key:  HNPSAOSDIVMODU-ZUFAWSGESA-N

Alternative Forms

1. Parent:

   

   ALA455285

   [(2S,4R,8R,10R,17R,18R,19R,20R)-20-hydroxy-2,6,6,9,9,18-hexamethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-5,7-dioxapentacyclo[11.7.0.02,10.04,8.014,18]icosa-1(13),14-dien-19-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: 554.81

Molecular Weight (Monoisotopic): 554.3971

AlogP: 7.54

#Rotatable Bonds: 6

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.52

CX Basic pKa: ┄

CX LogP: 6.26

CX LogD: 6.26

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: 3.42

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