ChemComp-RSZ: N-[(2S)-1-{[(2S,3S)-3-hydroxy-5-oxo-5-{[(2R)-1-oxo-3-phenyl-1-(pr...

Basic information

• Entry: Database: PDB chemical components / ID: RSZ
• Name: Name: N-[(2S)-1-{[(2S,3S)-3-hydroxy-5-oxo-5-{[(2R)-1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl]amino}-1-phenylpentan-2-yl]amino}-3-methyl-1-oxobutan-2-yl]pyridine-2-carboxamide

BIRD information

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

Synonyms

• N-[(2s)-1-{[(2s,3s)-3-Hydroxy-5-Oxo-5-{[(2r)-1-Oxo-3-Phenyl-1-(Prop-2-Yn-1-Ylamino)propan-2-Yl]amino}-1-Phenylpentan-2-Yl]amino}-3-Methyl-1-Oxobutan-2-Yl]pyridine-2-Carboxamide (PubChem)

Annotation

• Function: inhibitor of Multidrug-resistant clinical isolate 769 HIV-1 Protease / Info source: PubMed: 22469467

External info

• PubChem: 56928037

Family

Phe-statine containing protease inhibitor

N-[(2R)-1-{[(2S,3S)-5-{[(2R)-1-{[(2S)-1-AMINO-4-METHYL-1-OXOPENTAN-2-YL]AMINO}-3-CHLORO-1-OXOPROPAN-2-YL]AMINO}-3-HYDROXY-5-OXO-1-PHENYLPENTAN-2-YL]AMINO}-3-METHYL-1-OXOBUTAN-2-YL]PYRIDINE-2-CARBOXAMIDE / N-[(2S)-1-{[(2S,3S)-3-HYDROXY-5-OXO-5-{[(2R)-1-OXO-3-PHENYL-1-(PROP-2-YN-1-YLAMINO)PROPAN-2-YL]AMINO}-1-PHENYLPENTAN-2-YL]AMINO}-3-METHYL-1-OXOBUTAN-2-YL]PYRIDINE-2-CARBOXAMIDE

Chemical information

Composition

Formula: C₃₄H₃₉N₅O₅ / Number of atoms: 83 / Formula weight: 597.704 / Formal charge: 0

Others

3r0y

6PC

VAL

PSA

DPN

RRA

Type: peptide-like / PDB classification: HETAIN / Three letter code: RSZ / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3R0Y / Subcomponent: 6PC, VAL, PSA, DPN, RRA

History

Create component	Apr 25, 2011
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)NC(Cc1ccccc1)C(O)CC(=O)NC(C(=O)NCC#C)Cc2ccccc2)C(C)C)c3ncccc3
• CACTVS 3.370: CC(C)[CH](NC(=O)c1ccccn1)C(=O)N[CH](Cc2ccccc2)[CH](O)CC(=O)N[CH](Cc3ccccc3)C(=O)NCC#C
• OpenEye OEToolkits 1.7.2: CC(C)C(C(=O)NC(Cc1ccccc1)C(CC(=O)NC(Cc2ccccc2)C(=O)NCC#C)O)NC(=O)c3ccccn3

SMILES CANONICAL

• CACTVS 3.370: CC(C)[C@H](NC(=O)c1ccccn1)C(=O)N[C@@H](Cc2ccccc2)[C@@H](O)CC(=O)N[C@H](Cc3ccccc3)C(=O)NCC#C
• OpenEye OEToolkits 1.7.2: CC(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](CC(=O)N[C@H](Cc2ccccc2)C(=O)NCC#C)O)NC(=O)c3ccccn3

InChI

• InChI 1.03: InChI=1S/C34H39N5O5/c1-4-18-36-32(42)28(21-25-15-9-6-10-16-25)37-30(41)22-29(40)27(20-24-13-7-5-8-14-24)38-34(44)31(23(2)3)39-33(43)26-17-11-12-19-35-26/h1,5-17,19,23,27-29,31,40H,18,20-22H2,2-3H3,(H,36,42)(H,37,41)(H,38,44)(H,39,43)/t27-,28+,29-,31-/m0/s1

InChIKey

• InChI 1.03: RAZZBARIWRCYLK-MOWYSQRCSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-[(2S)-1-{[(2S,3S)-3-hydroxy-5-oxo-5-{[(2R)-1-oxo-3-phenyl-1-(prop-2-yn-1-ylamino)propan-2-yl]amino}-1-phenylpentan-2-yl]amino}-3-methyl-1-oxobutan-2-yl]pyridine-2-carboxamide
• OpenEye OEToolkits 1.7.2: N-[(2S)-3-methyl-1-oxidanylidene-1-[[(2S,3S)-3-oxidanyl-5-oxidanylidene-5-[[(2R)-1-oxidanylidene-3-phenyl-1-(prop-2-ynylamino)propan-2-yl]amino]-1-phenyl-pentan-2-yl]amino]butan-2-yl]pyridine-2-carboxamide

PDB entries

Showing all 1 items

PDB-3r0y:
Crystal Structures of Multidrug-resistant HIV-1 Protease in Complex with Mechanism-Based Aspartyl Protease Inhibitors