ChemComp-H27: (2R)-2-[{(E)-2-[({(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-bis(acetyl...

Basic information

• Entry: Database: PDB chemical components / ID: H27
• Name: Name: (2R)-2-[{(E)-2-[({(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-2-yl}carbamothioyl)amino]ethenyl}(biphenyl-4-ylsulfonyl)amino]-3-methylbutanoic acid

Chemical information

Composition

Formula: C₃₄H₄₂N₄O₁₂S₂ / Number of atoms: 94 / Formula weight: 762.847 / Formal charge: 0

Others

5i12

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: H27 / Ideal coordinates details: Corina / Model coordinates PDB-ID: 5I12

History

Create component	Feb 27, 2016
Initial release	Jul 6, 2016

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Details

SMILES

• ACDLabs 12.01: c2c(S(N(/C=C/NC(NC1C(C(OC(=O)C)C(OC(=O)C)C(COC(=O)C)O1)NC(=O)C)=S)C(C(O)=O)C(C)C)(=O)=O)ccc(c2)c3ccccc3
• CACTVS 3.385: CC(C)[CH](N(C=CNC(=S)N[CH]1O[CH](COC(C)=O)[CH](OC(C)=O)[CH](OC(C)=O)[CH]1NC(C)=O)[S](=O)(=O)c2ccc(cc2)c3ccccc3)C(O)=O
• OpenEye OEToolkits 2.0.4: CC(C)C(C(=O)O)N(C=CNC(=S)NC1C(C(C(C(O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)S(=O)(=O)c2ccc(cc2)c3ccccc3

SMILES CANONICAL

• CACTVS 3.385: CC(C)[C@@H](N(/C=C/NC(=S)N[C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1NC(C)=O)[S](=O)(=O)c2ccc(cc2)c3ccccc3)C(O)=O
• OpenEye OEToolkits 2.0.4: CC(C)[C@H](C(=O)O)N(/C=C/NC(=S)N[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C)S(=O)(=O)c2ccc(cc2)c3ccccc3

InChI

• InChI 1.03: InChI=1S/C34H42N4O12S2/c1-19(2)29(33(43)44)38(52(45,46)26-14-12-25(13-15-26)24-10-8-7-9-11-24)17-16-35-34(51)37-32-28(36-20(3)39)31(49-23(6)42)30(48-22(5)41)27(50-32)18-47-21(4)40/h7-17,19,27-32H,18H2,1-6H3,(H,36,39)(H,43,44)(H2,35,37,51)/b17-16+/t27-,28-,29-,30-,31-,32-/m1/s1

InChIKey

• InChI 1.03: NIEQAOCPXJWQAU-NPCCVVQBSA-N

SYSTEMATIC NAME

• ACDLabs 12.01: (2R)-2-[{(E)-2-[({(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-2-yl}carbamothioyl)amino]ethenyl}(biphenyl-4-ylsulfonyl)amino]-3-methylbutanoic acid (non-preferred name)
• OpenEye OEToolkits 2.0.4: (2~{R})-2-[[(~{E})-2-[[(2~{R},3~{R},4~{R},5~{S},6~{R})-3-acetamido-4,5-diacetyloxy-6-(acetyloxymethyl)oxan-2-yl]carbamothioylamino]ethenyl]-(4-phenylphenyl)sulfonyl-amino]-3-methyl-butanoic acid

PDB entries

Showing all 2 items

PDB-5i0l:
Crystal structure of the catalytic domain of MMP-12 in complex with a selective sugar-conjugated arylsulfonamide carboxylate water-soluble inhibitor (DC27).

PDB-5i12:
Crystal structure of the catalytic domain of MMP-9 in complex with a selective sugar-conjugated arylsulfonamide carboxylate water-soluble inhibitor (DC27).