Basic information
- CAS
160729-91-9- Standard SMILES
CC(C)(C)NC(=O)[C@@H]1CN(Cc2cnc3occc3c2)CCN1C[C@@H](O)C[C@@H](Cc1ccccc1)C(=O)N[C@H]1c2ccccc2C[C@H]1O- InChIKey
UBUFVRJUGFJQSI-AMKZAOGANA-N- Molecular formula
- C38H47N5O5
- Average molar mass
- 653.8 g/mol
- Monoisotopic mass
- 653.35771962
Overview
a potent and specific inhibitor of the HIV-1 protease; structure given in first source
Names & identifiers
- Preferred name
- L-754394
- IUPAC
- (2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(furo[2,3-b]pyridin-5-ylmethyl)piperazine-2-carboxamide
- English name
- compoundk
- Molecular formula
- C38H47N5O5
- Molecular weight
- 653.81
Names & synonyms
160729-91-9L 754394L-754394L-754,394(2S)-1-[(2S,4R)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butyl-4-(furo[2,3-b]pyridin-5-ylmethyl)piperazine-2-carboxamide(2S)-1-((2S,4R)-4-benzyl-2-hydroxy-5-(((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)amino)-5-oxopentyl)-N-tert-butyl-4-(furo(2,3-b)pyridin-5-ylmethyl)piperazine-2-carboxamideRefChem:151723L 754,394HIV-IN-11CHEMBL2062137D-erythro-Pentonamide, 2,3,5-trideoxy-N-[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]-5-[(2S)-2-[[(1,1-dimethylethyl)amino]carbonyl]-4-(furo[2,3-b]pyridin-5-ylmethyl)-1-piperazinyl]-2-(phenylmethyl)-1-Piperazinepentanamide, N-((1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl)-2-(((1,1-dimethylethyl)amino)carbonyl)-4-(furo(2,3-b)pyridin-5-ylmethyl)-gamma-hydroxy-alpha-(phenylmethyl)-, (alphaR,gammaS,2S)-
Show more names
394L754L-754L 754Aids096249Aids-096249N-(2(R)-Hydroxy-1(S)-indany)-2(R)-phenylmethyl-4(S)-hydroxy-5-(1-(4-(5-furo[2,3-B]pyridylmethyl)- 2(S)-N'-(tert-butylcarboxamido)piperazinyl)) pentanamide
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 131 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 12
- Heavy atoms
- 48
- Formal charge
- 0
- Complexity
- 1,060
Physicochemical properties
- Melting point
- 184 · 184-185 °C
- Boiling point
- 903.1 · 903.1±65.0 °C(Predicted)
- Density
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 14.39 · 14.39±0.40(Predicted)
- InChIKey
- UBUFVRJUGFJQSI-AMKZAOGANA-N
- SMILES
- O=C(NC(C)(C)C)[C@@H]1CN(CC2C=C3C=COC3=NC=2)CCN1C[C@H](C[C@H](C(=O)N[C@H]1C2C=CC=CC=2C[C@H]1O)CC1C=CC=CC=1)O |&1:7,24,26,30,38,r|
Chemistry & industry
Applications
UsesHIV-IN-11 is part of the hydroxylaminoglutaramide (HAPA) transition state isomeric series of HIV protease inhibitors and is a potent and selective inhibitor of HIV-1 protease. HIV-IN-11 competitively inhibits HIV-1 PR (Ki: 0.049 nM) and potently inhibits replication of HIV(IIIb)-infected MT4 lymphocytes at concentrations of 25.0-50.0 nM. HIV-IN-11 displays a longer half-life than indinavir sulfate in animal models and serves as a promising second-generation HIV protease inhibitor[1].
Suppliers8 total
Shaanxi Haibo Biotechnology Co., Ltd+86-18629295024 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
南京春秋生物工程有限公司17388075642 13815430202 · [email protected]
Shanghai Scibiotron Pharmaceutical Co., Ltd+86-16621589600 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
南京狄尔格医药科技有限公司025-025-51191215 18013836722 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
Related reactions
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Compound notes
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