ChemComp-0FP: N-(6-aminohexanoyl)-3-methyl-L-valyl-3-methyl-L-valyl-N~1~-[(2S,3...

Basic information

• Entry: Database: PDB chemical components / ID: 0FP
• Name: Name: N-(6-aminohexanoyl)-3-methyl-L-valyl-3-methyl-L-valyl-N~1~-[(2S,3S)-3-hydroxy-4-oxo-4-{[(1R)-1-phenylpropyl]amino}butan-2-yl]-N~4~,N~4~-dimethyl-L-aspartamide; Synonyms: BILC 408

BIRD information

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

Synonyms

• BILC 408 (Scifinder)
• L-Aspartamide N-(6-amino-1-oxohexyl)-3-methyl-L-valyl-3-methyl-L-valyl-N4,N4-dimethyl-N1-[(1S)-1-methyl-2,3-dioxo-3-[[(1R)-1 phenylpropyl]amino]propyl]-(9CI) (Scifinder, Scifinder)

Annotation

• Mechanism of action: The catalytic Ser132 residue attacks the activated carbonyl group (alpha-ketoamide) in the inhibitor / Info source: PubMed: 12549906
• Function: inhibitor of HCMV Protease, EC: 3.4.21.97EC: inhibitor of HCMV Protease, EC: 3.4.21.97 / Info source: PubMed: 12549906

External info

• PubChem: 60204043
• CAS: 370090-46-3

Family

alpha-ketoamide containing, activated peptidomimetic inhibitor

N-(6-aminohexanoyl)-3-methyl-L-valyl-3-methyl-L-valyl-N~4~,N~4~-dimethyl-N~1~-[(1R)-1-methyl-2,3-dioxo-3-{[(1S)-1- phenylpropyl]amino}propyl]-L-aspartamide

Chemical information

Composition

Formula: C₃₇H₆₃N₇O₇ / Number of atoms: 114 / Formula weight: 717.939 / Formal charge: 0

Others

1nkm

ACA

TBG

TBG

DMH

9AL

Type: peptide-like / PDB classification: HETAIN / Three letter code: 0FP / Ideal coordinates details: Corina / Model coordinates PDB-ID: 1NKM / Model coordinates details: not provided / Subcomponent: ACA, TBG, TBG, DMH, 9AL

History

Create component	Sep 14, 2008
Other modification	Nov 9, 2010
Modify aromatic flag	Jun 4, 2011
Modify descriptor	Jun 4, 2011
Modify synonyms	Mar 1, 2021

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

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(C)C(O)C(=O)NC(c1ccccc1)CC)CC(=O)N(C)C)C(C)(C)C)C(C)(C)C)CCCCCN
• CACTVS 3.370: CC[CH](NC(=O)[CH](O)[CH](C)NC(=O)[CH](CC(=O)N(C)C)NC(=O)[CH](NC(=O)[CH](NC(=O)CCCCCN)C(C)(C)C)C(C)(C)C)c1ccccc1
• OpenEye OEToolkits 1.7.0: CCC(c1ccccc1)NC(=O)C(C(C)NC(=O)C(CC(=O)N(C)C)NC(=O)C(C(C)(C)C)NC(=O)C(C(C)(C)C)NC(=O)CCCCCN)O

SMILES CANONICAL

• CACTVS 3.370: CC[C@@H](NC(=O)[C@@H](O)[C@H](C)NC(=O)[C@H](CC(=O)N(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCCCCN)C(C)(C)C)C(C)(C)C)c1ccccc1
• OpenEye OEToolkits 1.7.0: CC[C@H](c1ccccc1)NC(=O)[C@H]([C@H](C)NC(=O)[C@H](CC(=O)N(C)C)NC(=O)[C@H](C(C)(C)C)NC(=O)[C@H](C(C)(C)C)NC(=O)CCCCCN)O

InChI

• InChI 1.03: InChI=1S/C37H63N7O7/c1-11-25(24-18-14-12-15-19-24)40-33(49)29(47)23(2)39-32(48)26(22-28(46)44(9)10)41-34(50)31(37(6,7)8)43-35(51)30(36(3,4)5)42-27(45)20-16-13-17-21-38/h12,14-15,18-19,23,25-26,29-31,47H,11,13,16-17,20-22,38H2,1-10H3,(H,39,48)(H,40,49)(H,41,50)(H,42,45)(H,43,51)/t23-,25+,26-,29-,30+,31+/m0/s1

InChIKey

• InChI 1.03: RICYNZHPHSJRNO-GYZAPQSVSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: N-(6-aminohexanoyl)-3-methyl-L-valyl-3-methyl-L-valyl-N~1~-[(2S,3S)-3-hydroxy-4-oxo-4-{[(1R)-1-phenylpropyl]amino}butan-2-yl]-N~4~,N~4~-dimethyl-L-aspartamide
• OpenEye OEToolkits 1.7.0: (2S)-2-[[(2S)-2-[[(2S)-2-(6-azanylhexanoylamino)-3,3-dimethyl-butanoyl]amino]-3,3-dimethyl-butanoyl]amino]-N-[(2S,3S)-3-hydroxy-4-oxo-4-[[(1R)-1-phenylpropyl]amino]butan-2-yl]-N',N'-dimethyl-butanediamide

PDB entries

Showing all 3 items

PDB-1jq7:
HCMV protease dimer-interface mutant, S225Y complexed to Inhibitor BILC 408

PDB-1nju:
Complex structure of HCMV Protease and a peptidomimetic inhibitor

PDB-1nkm:
Complex structure of HCMV Protease and a peptidomimetic inhibitor