penamecillin

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Ligands
penamecillin

GtoPdb Ligand ID: 12808

Synonyms: Havapen® | WY-20788

penamecillin is an approved drug

Compound class: Synthetic organic

Comment: Penamecillin is a β-lactam (penicillin) antibacterial compound and a prodrug (acetoxymethyl ester) of penicillin G [1].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	8
Hydrogen bond donors	1
Rotatable bonds	9
Topological polar surface area	127.31
Molecular weight	406.45
XLogP	1.78
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	CC(=O)OCOC(=O)[C@H]1C(C)(C)S[C@@H]2[C@@H](C(=O)N12)NC(=O)CC3=CC=CC=C3
Isomeric SMILES	CC(=O)OCOC(=O)[C@H]1C(S[C@H]2N1C(=O)[C@H]2NC(=O)CC3=CC=CC=C3)(C)C
InChI	InChI=1S/C19H22N2O6S/c1-11(22)26-10-27-18(25)15-19(2,3)28-17-14(16(24)21(15)17)20-13(23)9-12-7-5-4-6-8-12/h4-8,14-15,17H,9-10H2,1-3H3,(H,20,23)/t14-,15+,17-/m1/s1
InChI Key	NLOOMWLTUVBWAW-HLLBOEOZSA-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/)