(2S,2'S)-diethyl 2,2'-((((2R,5R)-5-(6-amino-9H-purin-9-yl)-4-fluoro-2,5-dihydrofuran-2-yloxy)methyl)phosphoryl)bis(azanediyl)bis(3-phenylpropanoate)

ID: ALA1094328

PubChem CID: 46887049

Max Phase: Preclinical

Molecular Formula: C32H37FN7O7P

Molecular Weight: 681.66

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@H](Cc1ccccc1)NP(=O)(CO[C@@H]1C=C(F)[C@H](n2cnc3c(N)ncnc32)O1)N[C@@H](Cc1ccccc1)C(=O)OCC

Standard InChI:  InChI=1S/C32H37FN7O7P/c1-3-44-31(41)24(15-21-11-7-5-8-12-21)38-48(43,39-25(32(42)45-4-2)16-22-13-9-6-10-14-22)20-46-26-17-23(33)30(47-26)40-19-37-27-28(34)35-18-36-29(27)40/h5-14,17-19,24-26,30H,3-4,15-16,20H2,1-2H3,(H2,34,35,36)(H2,38,39,43)/t24-,25-,26-,30+/m0/s1

Standard InChI Key:  KHYQWGROWJUAEX-VWDBNSKXSA-N

Molfile:  

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M  END

Associated Targets(Human)

PBMC (10003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasma (10718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasma (810 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 1 (70413 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: 681.66Molecular Weight (Monoisotopic): 681.2476AlogP: 3.81#Rotatable Bonds: 16
Polar Surface Area: 181.81Molecular Species: NEUTRALHBA: 12HBD: 3
#RO5 Violations: 2HBA (Lipinski): 14HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.41CX Basic pKa: 4.89CX LogP: 2.98CX LogD: 2.98
Aromatic Rings: 4Heavy Atoms: 48QED Weighted: 0.11Np Likeness Score: -0.10

References

1. Mackman RL, Ray AS, Hui HC, Zhang L, Birkus G, Boojamra CG, Desai MC, Douglas JL, Gao Y, Grant D, Laflamme G, Lin KY, Markevitch DY, Mishra R, McDermott M, Pakdaman R, Petrakovsky OV, Vela JE, Cihlar T..  (2010)  Discovery of GS-9131: Design, synthesis and optimization of amidate prodrugs of the novel nucleoside phosphonate HIV reverse transcriptase (RT) inhibitor GS-9148.,  18  (10): [PMID:20409721] [10.1016/j.bmc.2010.03.041]

Source