Chemical Components in the PDB

pdbe.org/chem
wwPDB
EMDataBank
spacer

APV : Summary

Code

APV

One-letter code

X

Molecule name

6-(5-AMINO-5-CARBOXY-PENTANOYLAMINO)-3-HYDROXYMETHYL-7-OXO-4-THIA-1-AZA-BICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID

Synonyms

ALPHA-HYDROXYMETHYL-BETA-DEMETHYL-ISOPENICILLIN N

Systematic names

ProgramVersionName
ACDLabs 10.04 (2S,3S,5R,6R)-6-{[(5S)-5-amino-5-carboxypentanoyl]amino}-3-(hydroxymethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
OpenEye OEToolkits 1.5.0 (2S,3S,5R,6R)-6-[[(5S)-5-amino-6-hydroxy-6-oxo-hexanoyl]amino]-3-(hydroxymethyl)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Formula

C13 H19 N3 O7 S

Formal charge

0

Molecular weight

361.371 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=C2N1C(C(=O)O)C(SC1C2NC(=O)CCCC(C(=O)O)N)CO
SMILES CACTVS 3.341 N[CH](CCCC(=O)N[CH]1[CH]2S[CH](CO)[CH](N2C1=O)C(O)=O)C(O)=O
SMILES OpenEye OEToolkits 1.5.0 C(CC(C(=O)O)N)CC(=O)NC1C2N(C1=O)C(C(S2)CO)C(=O)O
Canonical SMILES CACTVS 3.341 N[C@@H](CCCC(=O)N[C@H]1[C@H]2S[C@H](CO)[C@@H](N2C1=O)C(O)=O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.5.0 C(C[C@@H](C(=O)O)N)CC(=O)N[C@H]1[C@@H]2N(C1=O)[C@H]([C@H](S2)CO)C(=O)O

IUPAC InChI

InChI=1S/C13H19N3O7S/c14-5(12(20)21)2-1-3-7(18)15-8-10(19)16-9(13(22)23)6(4-17)24-11(8)16/h5-6,8-9,11,17H,1-4,14H2,(H,15,18)(H,20,21)(H,22,23)/t5-,6+,8+,9+,11+/m0/s1

IUPAC InChI key

ONQGMOJLKCORAC-DANLAGSESA-N
APV

wwPDB Information

Atom count

43 (24 without Hydrogen)

Polymer type

Bound ligand

Type description

NON-POLYMER

Type code

HETAIN

Is modified

No

Standard parent

Not Assigned

Defined at

2003-02-19

Last modified at

2020-06-17

Status

Released

Obsoleted

Not Assigned