(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 2-aminoacetate 2,2,2-trifluoroacetate

ID: ALA444993

Chembl Id: CHEMBL444993

PubChem CID: 44566933

Max Phase: Preclinical

Molecular Formula: C36H54F3NO8

Molecular Weight: 571.80

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](O)[C@H](OC(=O)CN)C(C)(C)[C@@H]1CC3)C(C)C.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C34H53NO6.C2HF3O2/c1-18(2)19(3)10-11-20(4)23-13-14-24-22-12-15-26-32(6,7)30(41-27(38)17-35)25(37)16-33(26,8)28(22)29(39)31(34(23,24)9)40-21(5)36;3-2(4,5)1(6)7/h14,18,20,23,25-26,29-31,37,39H,3,10-13,15-17,35H2,1-2,4-9H3;(H,6,7)/t20-,23-,25-,26+,29-,30+,31+,33+,34-;/m1./s1

Standard InChI Key:  CSNYPLKSUZESTA-BYDOZBBJSA-N

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: 571.80

Molecular Weight (Monoisotopic): 571.3873

AlogP: 5.25

#Rotatable Bonds: 8

Polar Surface Area: 119.08

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.42

CX Basic pKa: 7.09

CX LogP: 4.08

CX LogD: 3.91

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.27

Np Likeness Score: 3.38

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