hetacillin

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Ligands
hetacillin

GtoPdb Ligand ID: 12263

hetacillin is an approved drug (FDA (1971))

Compound class: Synthetic organic

Comment: Hetacillin is a β-lactam antimicrobial compound. It is an inactive prodrug that is converted to ampicillin in vivo.

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	7
Hydrogen bond donors	2
Rotatable bonds	3
Topological polar surface area	115.25
Molecular weight	389.14
XLogP	1.77
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	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N1C(=O)[C@H](NC1(C)C)c1ccccc1
Isomeric SMILES	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N1C(=O)[C@H](NC1(C)C)c1ccccc1)C(=O)O)C
InChI	InChI=1S/C19H23N3O4S/c1-18(2)13(17(25)26)21-15(24)12(16(21)27-18)22-14(23)11(20-19(22,3)4)10-8-6-5-7-9-10/h5-9,11-13,16,20H,1-4H3,(H,25,26)/t11-,12-,13+,16-/m1/s1
InChI Key	DXVUYOAEDJXBPY-NFFDBFGFSA-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/)