ChemComp-RSY: N-[(2R)-1-{[(2S,3S)-5-{[(2R)-1-{[(2S)-1-amino-4-methyl-1-oxopenta...

Basic information

• Entry: Database: PDB chemical components / ID: RSY
• Name: Name: 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

BIRD information

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

Synonyms

• 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 (PubChem)

Annotation

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

External info

• PubChem: 56928036

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: C₃₁H₄₃ClN₆O₆ / Number of atoms: 87 / Formula weight: 631.163 / Formal charge: 0

Others

3r0w

6PC

DVA

PSA

C22

LEU

NH2

Type: peptide-like / PDB classification: HETAIN / Three letter code: RSY / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3R0W / Subcomponent: 6PC, DVA, PSA, C22, LEU, NH2

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)NC(C(=O)N)CC(C)C)CCl)C(C)C)c2ncccc2
• CACTVS 3.370: CC(C)C[CH](NC(=O)[CH](CCl)NC(=O)C[CH](O)[CH](Cc1ccccc1)NC(=O)[CH](NC(=O)c2ccccn2)C(C)C)C(N)=O
• OpenEye OEToolkits 1.7.2: CC(C)CC(C(=O)N)NC(=O)C(CCl)NC(=O)CC(C(Cc1ccccc1)NC(=O)C(C(C)C)NC(=O)c2ccccn2)O

SMILES CANONICAL

• CACTVS 3.370: CC(C)C[C@H](NC(=O)[C@H](CCl)NC(=O)C[C@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](NC(=O)c2ccccn2)C(C)C)C(N)=O
• OpenEye OEToolkits 1.7.2: CC(C)C[C@@H](C(=O)N)NC(=O)[C@H](CCl)NC(=O)C[C@@H]([C@H](Cc1ccccc1)NC(=O)[C@@H](C(C)C)NC(=O)c2ccccn2)O

InChI

• InChI 1.03: InChI=1S/C31H43ClN6O6/c1-18(2)14-23(28(33)41)37-30(43)24(17-32)35-26(40)16-25(39)22(15-20-10-6-5-7-11-20)36-31(44)27(19(3)4)38-29(42)21-12-8-9-13-34-21/h5-13,18-19,22-25,27,39H,14-17H2,1-4H3,(H2,33,41)(H,35,40)(H,36,44)(H,37,43)(H,38,42)/t22-,23-,24-,25-,27+/m0/s1

InChIKey

• InChI 1.03: AWQGEUFVOMSATO-HOMAGXEVSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 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
• OpenEye OEToolkits 1.7.2: N-[(2R)-1-[[(2S,3S)-5-[[(2R)-1-[[(2S)-1-azanyl-4-methyl-1-oxidanylidene-pentan-2-yl]amino]-3-chloranyl-1-oxidanylidene-propan-2-yl]amino]-3-oxidanyl-5-oxidanylidene-1-phenyl-pentan-2-yl]amino]-3-methyl-1-oxidanylidene-butan-2-yl]pyridine-2-carboxamide

PDB entries

Showing all 1 items

PDB-3r0w:
Crystal Structures of Multidrug-resistant HIV-1 Protease in Complex with Mechanism-Based Aspartyl Protease Inhibitors.