bacampicillin

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Ligands
bacampicillin

GtoPdb Ligand ID: 12292

Synonyms: Penglobe® | Spectrobid®

bacampicillin is an approved drug (FDA (1980))

Compound class: Synthetic organic

Comment: Bacampicillin is a semisynthetic penicillin belonging to the β-lactam group of antibacterial compounds. It is a prodrug that is hydrolysed to ampicillin following absorption from the gastrointestinal tract [1].

bacampicillin is commercially available from our sponsors

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	10
Hydrogen bond donors	2
Rotatable bonds	11
Topological polar surface area	162.56
Molecular weight	465.16
XLogP	1.98
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	CCOC(=O)OC(OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)[C@@H](c1ccccc1)N)C
Isomeric SMILES	CCOC(=O)OC(C)OC(=O)[C@H]1C(S[C@H]2N1C(=O)[C@H]2NC(=O)[C@@H](c1ccccc1)N)(C)C
InChI	InChI=1S/C21H27N3O7S/c1-5-29-20(28)31-11(2)30-19(27)15-21(3,4)32-18-14(17(26)24(15)18)23-16(25)13(22)12-9-7-6-8-10-12/h6-11,13-15,18H,5,22H2,1-4H3,(H,23,25)/t11?,13-,14-,15+,18-/m1/s1
InChI Key	PFOLLRNADZZWEX-FFGRCDKISA-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/)