ChemComp-LK0: methyl N-[(2S)-1-[[(2S,3S,5S)-5-[[(2S)-2-(methoxycarbonylamino)-3...

Basic information

• Entry: Database: PDB chemical components / ID: LK0
• Name: Name: methyl N-[(2S)-1-[[(2S,3S,5S)-5-[[(2S)-2-(methoxycarbonylamino)-3,3-dimethyl-butanoyl]amino]-3-oxidanyl-6-phenyl-1-(4-pyridin-3-ylphenyl)hexan-2-yl]amino]-3,3-dimethyl-1-oxidanylidene-butan-2-yl]carbamate

BIRD information

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

Synonyms

• Methyl N-[(2s)-1-[[(2s,3s,5s)-5-[[(2s)-2-(Methoxycarbonylamino)-3,3-Dimethyl-Butanoyl]amino]-3-Oxidanyl-6-Phenyl-1-(4-Pyridin-3-Ylphenyl)hexan-2-Yl]amino]-3,3-Dimethyl-1-Oxidanylidene-Butan-2-Yl]carbamate (PubChem)
• methyl N-[(1S)-1-[[(1S,3S,4S)-1-benzyl-3-hydroxy-4-[[(2S)-2-(methoxycarbonylamino)-3,3-dimethyl-butanoyl]amino]-5-[4-(3-pyridyl)phenyl]pentyl]carbamoyl]-2,2-dimethyl-propyl]carbamate (PubChem)

Annotation

• Function: inhibitor of HIV protease / Info source: PubMed: 19323562

External info

• CHEMBL: 1835485
• PubChem: 56594228

Family

Symmetry based designed protease inhibitor

METHYL N-[(2S)-1-[[(2S,3S,5S)-5-[[(2S)-2-(METHOXYCARBONYLAMINO)-3,3-DIMETHYL-BUTANOYL]AMINO]-3-OXIDANYL-6-PHENYL-1-(4-PYRIDIN-3-YLPHENYL)HEXAN-2-YL]AMINO]-3,3-DIMETHYL-1-OXIDANYLIDENE-BUTAN-2-YL]CARBAMATE

Chemical information

Composition

Formula: C₃₉H₅₃N₅O₇ / Number of atoms: 104 / Formula weight: 703.867 / Formal charge: 0

Others

3s85

000

TBG

02H

TBG

000

Type: peptide-like / PDB classification: HETAIN / Three letter code: LK0 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3S85 / Subcomponent: 000, TBG, 02H, TBG, 000

History

Create component	Jun 3, 2011
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(OC)NC(C(=O)NC(Cc1ccccc1)CC(O)C(NC(=O)C(NC(=O)OC)C(C)(C)C)Cc3ccc(c2cccnc2)cc3)C(C)(C)C
• CACTVS 3.370: COC(=O)N[CH](C(=O)N[CH](C[CH](O)[CH](Cc1ccc(cc1)c2cccnc2)NC(=O)[CH](NC(=O)OC)C(C)(C)C)Cc3ccccc3)C(C)(C)C
• OpenEye OEToolkits 1.7.2: CC(C)(C)C(C(=O)NC(Cc1ccccc1)CC(C(Cc2ccc(cc2)c3cccnc3)NC(=O)C(C(C)(C)C)NC(=O)OC)O)NC(=O)OC

SMILES CANONICAL

• CACTVS 3.370: COC(=O)N[C@H](C(=O)N[C@H](C[C@H](O)[C@H](Cc1ccc(cc1)c2cccnc2)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)Cc3ccccc3)C(C)(C)C
• OpenEye OEToolkits 1.7.2: CC(C)(C)[C@@H](C(=O)N[C@@H](Cc1ccccc1)C[C@@H]([C@H](Cc2ccc(cc2)c3cccnc3)NC(=O)[C@H](C(C)(C)C)NC(=O)OC)O)NC(=O)OC

InChI

• InChI 1.03: InChI=1S/C39H53N5O7/c1-38(2,3)32(43-36(48)50-7)34(46)41-29(21-25-13-10-9-11-14-25)23-31(45)30(42-35(47)33(39(4,5)6)44-37(49)51-8)22-26-16-18-27(19-17-26)28-15-12-20-40-24-28/h9-20,24,29-33,45H,21-23H2,1-8H3,(H,41,46)(H,42,47)(H,43,48)(H,44,49)/t29-,30-,31-,32+,33+/m0/s1

InChIKey

• InChI 1.03: FOEFFFBPEIGFEX-IJLINHMISA-N

SYSTEMATIC NAME

• ACDLabs 12.01: methyl {(5S,8S,10S,11S,14S)-8-benzyl-5-tert-butyl-10-hydroxy-15,15-dimethyl-3,6,13-trioxo-11-[4-(pyridin-3-yl)benzyl]-2-oxa-4,7,12-triazahexadecan-14-yl}carbamate (non-preferred name)
• OpenEye OEToolkits 1.7.2: methyl N-[(2S)-1-[[(2S,3S,5S)-5-[[(2S)-2-(methoxycarbonylamino)-3,3-dimethyl-butanoyl]amino]-3-oxidanyl-6-phenyl-1-(4-pyridin-3-ylphenyl)hexan-2-yl]amino]-3,3-dimethyl-1-oxidanylidene-butan-2-yl]carbamate

PDB entries

Showing all 1 items

PDB-3s85:
Discovery of New HIV Protease Inhibitors with Potential for Convenient Dosing and Reduced Side Effects: A-790742 and A-792611.