L-689502

Modify Date: 2024-01-27 02:11:43

L-689502 Structure
L-689502 structure
Common Name L-689502
CAS Number 138483-63-3 Molecular Weight 673.83800
Density 1.24g/cm3 Boiling Point 886.9ºC at 760 mmHg
Molecular Formula C39H51N3O7 Melting Point N/A
MSDS N/A Flash Point 490.2ºC

 Use of L-689502


L-689502 is a potent inhibitor of HIV-l protease with an IC50 of 1 nM.

 Names

Name tert-butyl N-[(2S,3S,5R)-3-hydroxy-6-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-[[4-(2-morpholin-4-ylethoxy)phenyl]methyl]-6-oxo-1-phenylhexan-2-yl]carbamate
Synonym More Synonyms

 L-689502 Biological Activity

Description L-689502 is a potent inhibitor of HIV-l protease with an IC50 of 1 nM.
Related Catalog
Target

IC50: 1 nM (HIV-l protease)[1]

In Vitro Both L694746 and L-689502 inhibit HIV-l ptotease activity in a concentration-dependent manner. Pepstatin is much less potent than either compound exhibiting an IC50 of 2 μM. L694746 is as potent as L-689502 in inhibiting the HIV-l protease despite being structurally different from L-689502[1].
Cell Assay G689502 (3.3 pmoles in 1 mL of 100% DMSO) is added to cultures that have been growing for 48 hr. The final substrate and DMSO concentrations during the fermentation period are 65 pM and 2%, respectively. The fermentations containing L-689502 are carried out for an additional 72-96 hr prior to be harvested.The whole broth is sequenthdly extracted with methanol (0.5 vol) and acetone (0.5 vol). The supematant containing the derivatives of L-689502 is separated from the mycelia by filtration[1].
References

[1]. Lingham RB, et al. HIV-1 protease inhibitory activity of L-694,746, a novel metabolite of L-689,502. Biochem Biophys Res Commun. 1991 Dec 31;181(3):1456-61.

 Chemical & Physical Properties

Density 1.24g/cm3
Boiling Point 886.9ºC at 760 mmHg
Molecular Formula C39H51N3O7
Molecular Weight 673.83800
Flash Point 490.2ºC
Exact Mass 673.37300
PSA 136.57000
LogP 5.20040
Vapour Pressure 9.83E-34mmHg at 25°C
Index of Refraction 1.615
Storage condition 2-8℃

 Synthetic Route

~99%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Askin, D.; Wallace, M. A.; Vacca, J. P.; Reamer, R. A.; Volante, R. P.; Shinkai, I. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2771 - 2773

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Askin, D.; Wallace, M. A.; Vacca, J. P.; Reamer, R. A.; Volante, R. P.; Shinkai, I. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2771 - 2773

~%

L-689502 Structure

L-689502

CAS#:138483-63-3

Literature: Askin, D.; Wallace, M. A.; Vacca, J. P.; Reamer, R. A.; Volante, R. P.; Shinkai, I. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2771 - 2773

 Synonyms

Des-3-pyridylmethyl Indinavir
(2S)-1-[(2S,4S)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butylpiperazine-2-carboxamide
[14C]-N-Dealkyl Indinavir
N-(2(R)-hydroxy-1(S)-indanyl)-2(R)-phenylmethyl-4(S)-hydroxy-5-(1-(2(S)-N-(tert-butylcarboxamido)piperazinyl))pentanamide
N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-({4-[2-(4-morpholinyl)ethoxy]phenyl}methyl)hexanamide
(1S,2R,2'R,4'S,2"S)-1-((2-benzyl-5-(((2-(t-butyl)amino)carbonyl)piperazin-1-yl)-4-hydroxypentanoyl)amino)indan-2-ol
indinavir penultimate
2,3,5-Trideoxy-N-[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]-5-[(2S)-2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide
N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-(1,1-dimethylethoxycarbonyl)amino-4(S)-hydroxy-6-phenyl-2(R)-(4-(2-(4-morpholinyl)ethoxy)phenyl)methyl hexanamide
L-689502