BIRD-PRD_000321: N-{(2S)-2-[(L-asparaginyl-L-leucyl)amino]-1,1-dihydroxy-4-methylp...

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000321
• Status: Status: REF ONLY
• Name: N-{(2S)-2-[(L-asparaginyl-L-leucyl)amino]-1,1-dihydroxy-4-methylpentyl}-L-threonyl-L-glutaminyl-L-isoleucine

BIRD information

• Type: Peptide-like / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• Gem-Diol-Amine Tetrahedral Intermediate NLLTQI (PDB)

Annotation

• Function: inhibits HIV-1 retropepsin, EC: 3.4.23.16EC: inhibits HIV-1 retropepsin, EC: 3.4.23.16 / Info source: PubMed: 18052235

External info

• PubChem: 23627202

Family

L-T gem-diol containing inhibitor

N-{(2S)-2-[(L-asparaginyl-L-leucyl)amino]-1,1-dihydroxy-4-methylpentyl}-L-threonyl-L-glutaminyl-L-isoleucine

Chemical information

Composition

Formula: C₃₁H₅₈N₈O₁₁ / Formula weight: 718.839

• Others: Type: peptide-like

History

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C(O)C(NC(=O)C(NC(=O)C(NC(O)(O)C(NC(=O)C(NC(=O)C(N)CC(=O)N)CC(C)C)CC(C)C)C(O)C)CCC(=O)N)C(C)CC
• CACTVS 3.370: CC[CH](C)[CH](NC(=O)[CH](CCC(N)=O)NC(=O)[CH](NC(O)(O)[CH](CC(C)C)NC(=O)[CH](CC(C)C)NC(=O)[CH](N)CC(N)=O)[CH](C)O)C(O)=O
• OpenEye OEToolkits 1.7.6: CCC(C)C(C(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C(C(C)O)NC(C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC(=O)N)N)(O)O

SMILES CANONICAL

• CACTVS 3.370: CC[C@H](C)[C@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(O)(O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC(N)=O)[C@@H](C)O)C(O)=O
• OpenEye OEToolkits 1.7.6: CC[C@H](C)[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H]([C@@H](C)O)NC(C(CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(=O)N)N)(O)O

InChI

• InChI 1.03: InChI=1S/C31H58N8O11/c1-8-16(6)24(30(47)48)38-27(44)19(9-10-22(33)41)35-29(46)25(17(7)40)39-31(49,50)21(12-15(4)5)37-28(45)20(11-14(2)3)36-26(43)18(32)13-23(34)42/h14-21,24-25,39-40,49-50H,8-13,32H2,1-7H3,(H2,33,41)(H2,34,42)(H,35,46)(H,36,43)(H,37,45)(H,38,44)(H,47,48)/t16-,17+,18-,19-,20?,21-,24?,25-/m0/s1

InChIKey

• InChI 1.03: WWPIJPCSTRLOKB-FLGPMGMASA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-{(2S)-2-[(L-asparaginyl-L-leucyl)amino]-1,1-dihydroxy-4-methylpentyl}-L-threonyl-L-glutaminyl-L-isoleucine
• OpenEye OEToolkits 1.7.6: (2S,3S)-2-[[(2S)-5-azanyl-2-[[(2R,3R)-2-[[2-[[(2S)-2-[[(2S)-2,4-bis(azanyl)-4-oxidanylidene-butanoyl]amino]-4-methyl-pentanoyl]amino]-4-methyl-1,1-bis(oxidanyl)pentyl]amino]-3-oxidanyl-butanoyl]amino]-5-oxidanylidene-pentanoyl]amino]-3-methyl-pentanoic acid

PDB entries

Showing all 2 items

PDB-3b7v:
HIV-1 protease complexed with gem-diol-amine tetrahedral intermediate NLLTQI

PDB-3b80:
HIV-1 protease mutant I54V complexed with gem-diol-amine intermediate NLLTQI