ChemComp-0GQ: 4-amino-N-{(1R,8R,9R,13R)-16-(4-amino-2-methylpyrimidin-5-yl)-1-b...

Basic information

• Entry: Database: PDB chemical components / ID: 0GQ
• Name: Name: 4-amino-N-{(1R,8R,9R,13R)-16-(4-amino-2-methylpyrimidin-5-yl)-1-benzyl-8-(cyclohexylmethyl)-9-hydroxy-13-[(1S)-1-methylpropyl]-2,6,11,14-tetraoxo-3,7,12,15-tetraazahexadec-1-yl}piperidine-1-carboxamide

BIRD information

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

Synonyms

• 4-amino-N-[(2S)-1-[[3-[[(2S,3S)-5-[[(2S,3S)-1-[(4-amino-2-methylpyrimidin-5-yl)methylamino]-3-methyl-1-oxopentan-2-yl]amino]-1-cyclohexyl-3-hydroxy-5-oxopentan-2-yl]amino]-3-oxopropyl]amino]-1-oxo-3-phenylpropan-2-yl]piperidine-1-carboxamide (PubChem)
• 4-amino-N-[1-[[3-[[5-[[1-[(4-amino-2-methylpyrimidin-5-yl)methylamino]-3-methyl-1-oxopentan-2-yl]amino]-1-cyclohexyl-3-hydroxy-5-oxopentan-2-yl]amino]-3-oxopropyl]amino]-1-oxo-3-phenylpropan-2-yl]piperidine-1-carboxamide (PubChem)
• 5-(4-aminopiperidyl-1-carbonyl)-L-2,6-Phe-beta-Ala-(4S-amino-3S-hydroxy-5-cyclohexyl)-pentancarbonyl-L-Ile-aminomethyl-4-amino-2-methylpyrimidine citrate (CureHunter)
• 5-(4-aminopiperidyl-1-carbonyl)-L-2,6-phenylalanyl-beta-alanyl-(4S-amino-3S-hydroxy-5-cyclohexyl)-pentancarbonyl-L-isoleucyl-aminomethyl-4-amino-2-methylpyrimidine citrate (CureHunter)
• EMD-56133 (PDB)

Annotation

• Function: ENDOTHIAPEPSIN INHIBITOR / Info source: DOI:10.2210/pdb1e80/pdb

External info

• ChemSpider: 8008746
• ChemSpider: 8503425
• PubChem: 10327964
• PubChem: 10327964
• PubChem: 9833018
• CAS: 126722-78-9

Family

ALC-Hydroxyethylene isostere containing protease inhibitor

MERCK-KGAA-EMD56133

Chemical information

Composition

Formula: C₄₁H₆₄N₁₀O₆ / Number of atoms: 121 / Formula weight: 793.01 / Formal charge: 0

Others

1e80

MRM

PHE

BAL

CHS

ILE

NSP

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0GQ / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1E80 / Model coordinates details: not provided / Subcomponent: MRM, PHE, BAL, CHS, ILE, NSP

History

Create component	Mar 9, 2009
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)NCCC(=O)NC(CC1CCCCC1)C(O)CC(=O)NC(C(=O)NCc2cnc(nc2N)C)C(C)CC)Cc3ccccc3)N4CCC(N)CC4
• CACTVS 3.370: CC[CH](C)[CH](NC(=O)C[CH](O)[CH](CC1CCCCC1)NC(=O)CCNC(=O)[CH](Cc2ccccc2)NC(=O)N3CC[CH](N)CC3)C(=O)NCc4cnc(C)nc4N
• OpenEye OEToolkits 1.7.0: CCC(C)C(C(=O)NCc1cnc(nc1N)C)NC(=O)CC(C(CC2CCCCC2)NC(=O)CCNC(=O)C(Cc3ccccc3)NC(=O)N4CCC(CC4)N)O

SMILES CANONICAL

• CACTVS 3.370: CC[C@H](C)[C@H](NC(=O)C[C@H](O)[C@H](CC1CCCCC1)NC(=O)CCNC(=O)[C@H](Cc2ccccc2)NC(=O)N3CC[C@@H](N)CC3)C(=O)NCc4cnc(C)nc4N
• OpenEye OEToolkits 1.7.0: CC[C@H](C)[C@@H](C(=O)NCc1cnc(nc1N)C)NC(=O)C[C@@H]([C@H](CC2CCCCC2)NC(=O)CCNC(=O)[C@H](Cc3ccccc3)NC(=O)N4CCC(CC4)N)O

InChI

• InChI 1.03: InChI=1S/C41H64N10O6/c1-4-26(2)37(40(56)46-25-30-24-45-27(3)47-38(30)43)50-36(54)23-34(52)32(21-28-11-7-5-8-12-28)48-35(53)15-18-44-39(55)33(22-29-13-9-6-10-14-29)49-41(57)51-19-16-31(42)17-20-51/h6,9-10,13-14,24,26,28,31-34,37,52H,4-5,7-8,11-12,15-23,25,42H2,1-3H3,(H,44,55)(H,46,56)(H,48,53)(H,49,57)(H,50,54)(H2,43,45,47)/t26-,32-,33-,34-,37-/m0/s1

InChIKey

• InChI 1.03: HZSPXNCSLJOMIF-NQKKVWJDSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: 4-amino-N-[(4S,8S,9S,16S)-1-(4-amino-2-methylpyrimidin-5-yl)-4-[(2S)-butan-2-yl]-9-(cyclohexylmethyl)-8-hydroxy-3,6,11,15-tetraoxo-17-phenyl-2,5,10,14-tetraazaheptadecan-16-yl]piperidine-1-carboxamide (non-preferred name)
• OpenEye OEToolkits 1.7.0: 4-azanyl-N-[(2S)-1-[[3-[[(2S,3S)-5-[[(2S,3S)-1-[(4-azanyl-2-methyl-pyrimidin-5-yl)methylamino]-3-methyl-1-oxo-pentan-2-yl]amino]-1-cyclohexyl-3-hydroxy-5-oxo-pentan-2-yl]amino]-3-oxo-propyl]amino]-1-oxo-3-phenyl-propan-2-yl]piperidine-1-carboxamide

PDB entries

Showing all 1 items

PDB-1e80:
Endothiapepsin complex with renin inhibitor MERCK-KGAA-EMD56133