ChemComp-FBD: N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L...

Basic information

• Entry: Database: PDB chemical components / ID: FBD
• Name: Name: N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid; Synonyms: (S)-2-(3-((R)-1-carboxy-2-(4-fluorobenzylthio)ethyl)ureido)pentanedioic acid

Chemical information

Composition

Formula: C₁₆H₁₉FN₂O₇S / Number of atoms: 46 / Formula weight: 402.395 / Formal charge: 0

Others

3d7d

Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: FBD / Ideal coordinates details: Corina / Model coordinates PDB-ID: 3D7D

History

Create component	Jun 5, 2008
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 10.04: Fc1ccc(cc1)CSCC(C(=O)O)NC(=O)NC(C(=O)O)CCC(=O)O
• CACTVS 3.341: OC(=O)CC[CH](NC(=O)N[CH](CSCc1ccc(F)cc1)C(O)=O)C(O)=O
• OpenEye OEToolkits 1.5.0: c1cc(ccc1CSCC(C(=O)O)NC(=O)NC(CCC(=O)O)C(=O)O)F

SMILES CANONICAL

• CACTVS 3.341: OC(=O)CC[C@H](NC(=O)N[C@@H](CSCc1ccc(F)cc1)C(O)=O)C(O)=O
• OpenEye OEToolkits 1.5.0: c1cc(ccc1CSC[C@@H](C(=O)O)NC(=O)N[C@@H](CCC(=O)O)C(=O)O)F

InChI

• InChI 1.03: InChI=1S/C16H19FN2O7S/c17-10-3-1-9(2-4-10)7-27-8-12(15(24)25)19-16(26)18-11(14(22)23)5-6-13(20)21/h1-4,11-12H,5-8H2,(H,20,21)(H,22,23)(H,24,25)(H2,18,19,26)/t11-,12-/m0/s1

InChIKey

• InChI 1.03: IDTMSHGCAZPVLC-RYUDHWBXSA-N

SYSTEMATIC NAME

• ACDLabs 10.04: N-({(1R)-1-carboxy-2-[(4-fluorobenzyl)sulfanyl]ethyl}carbamoyl)-L-glutamic acid
• OpenEye OEToolkits 1.5.0: (2S)-2-[[(2R)-3-[(4-fluorophenyl)methylsulfanyl]-1-hydroxy-1-oxo-propan-2-yl]carbamoylamino]pentanedioic acid

PDB entries

Showing all 1 items

PDB-3d7d:
A high resolution crystal structure of human glutamate carboxypeptidase II (GCPII) in a complex with DCFBD, a urea-based inhibitor