(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-aminoacetate) bis(2,2,2-trifluoroacetate)

ID: ALA443983

Chembl Id: CHEMBL443983

PubChem CID: 44566931

Max Phase: Preclinical

Molecular Formula: C40H58F6N2O11

Molecular Weight: 628.85

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

Standard InChI:  InChI=1S/C36H56N2O7.2C2HF3O2/c1-19(2)20(3)10-11-21(4)24-13-14-25-23-12-15-27-34(6,7)32(45-29(41)18-38)26(44-28(40)17-37)16-35(27,8)30(23)31(42)33(36(24,25)9)43-22(5)39;2*3-2(4,5)1(6)7/h14,19,21,24,26-27,31-33,42H,3,10-13,15-18,37-38H2,1-2,4-9H3;2*(H,6,7)/t21-,24-,26-,27+,31-,32+,33+,35+,36-;;/m1../s1

Standard InChI Key:  JRTWQJGZOXKTLN-JFJLFPGCSA-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: 628.85

Molecular Weight (Monoisotopic): 628.4088

AlogP: 4.76

#Rotatable Bonds: 10

Polar Surface Area: 151.17

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.52

CX Basic pKa: 7.39

CX LogP: 3.60

CX LogD: 3.25

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.18

Np Likeness Score: 3.08

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