talampicillin

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Ligands
talampicillin

GtoPdb Ligand ID: 12289

Synonyms: BRL 8988 | Talpen®

talampicillin is an approved drug

Compound class: Synthetic organic

Comment: Talampicillin is a semisynthetic penicillin belonging to the β-lactam group of antibacterial compounds. It is an orally administered prodrug of ampicillin [1].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	9
Hydrogen bond donors	2
Rotatable bonds	7
Topological polar surface area	153.33
Molecular weight	481.13
XLogP	2.43
No. Lipinski's rules broken	0

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

Canonical SMILES	O=C([C@@H](c1ccccc1)N)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)OC1OC(=O)c2c1cccc2)(C)C
Isomeric SMILES	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](c1ccccc1)N)C(=O)OC1c2ccccc2C(=O)O1)C
InChI	InChI=1S/C24H23N3O6S/c1-24(2)17(22(31)33-23-14-11-7-6-10-13(14)21(30)32-23)27-19(29)16(20(27)34-24)26-18(28)15(25)12-8-4-3-5-9-12/h3-11,15-17,20,23H,25H2,1-2H3,(H,26,28)/t15-,16-,17+,20-,23?/m1/s1
InChI Key	SOROUYSPFADXSN-SUWVAFIASA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)