PDB Chemical Component NC1

Ideal Model

Chemical Description

Name NITROCEFIN ACYL-SERINE
Formula C24 H21 N5 O11 S2
Formal charge -2
Molecular weight 619.580 g/mol
Component type L-PEPTIDE LINKING
Nonstandard Parent Id SER

Chemical features

Atom count 63
Chiral atom count 3
Chiral atoms C2 C9 CA
Observed leaving atoms OXT H2
Bond count 65
Aromatic bond count 11

Chemical Identifiers

Systematic name (ACDLabs) (2R)-2-{(1R)-2-[(2S)-2-amino-2-carboxylatoethoxy]-2-oxo-1-[(thiophen-2-ylacetyl)amino]ethyl}-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
Systematic name (OpenEye OEToolkits) (2R)-2-[(1R)-2-[(2S)-2-amino-3-oxido-3-oxo-propoxy]-2-oxo-1-(2-thiophen-2-ylethanoylamino)ethyl]-5-[(E)-2-(2,4-dinitrophenyl)ethenyl]-3,6-dihydro-2H-1,3-thiazine-4-carboxylate

Chemical Descriptors

Stereo SMILES (CACTVS) N[C@@H](COC(=O)[C@@H](NC(=O)Cc1sccc1)[C@@H]2NC(=C(CS2)\C=C\c3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C([O-])=O)C([O-])=O
SMILES (CACTVS) N[CH](COC(=O)[CH](NC(=O)Cc1sccc1)[CH]2NC(=C(CS2)C=Cc3ccc(cc3[N+]([O-])=O)[N+]([O-])=O)C([O-])=O)C([O-])=O
Stereo SMILES (OpenEye) c1cc(sc1)CC(=O)N[C@@H]([C@@H]2NC(=C(CS2)\C=C\c3ccc(cc3[N+](=O)[O-])[N+](=O)[O-])C(=O)[O-])C(=O)OC[C@@H](C(=O)[O-])N
InChI descriptor InChI=1/C24H23N5O11S2/c25-16(22(31)32)10-40-24(35)20(26-18(30)9-15-2-1-7-41-15)21-27-19(23(33)34)13(11-42-21)4-3-12-5-6-14(28(36)37)8-17(12)29(38)39/h1-8,16,20-21,27H,9-11,25H2,(H,26,30)(H,31,32)(H,33,34)/p-2/b4-3+/t16-,20-,21+/m0/s1/fC24H21N5O11S2/h26H/q-2
InChIKey descriptor GPHOELDACAWWAE-XVQLOGEPDW

Status Information

Last modified 2009-01-07
Created 2002-10-08
Release status REL
Replaces NC2
Model PDB code 1MWS
Processing site RCSB