phenoxymethylpenicillin

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Ligands
phenoxymethylpenicillin

GtoPdb Ligand ID: 10920

phenoxymethylpenicillin is an approved drug (FDA (1958), UK (1998))

Comment: Phenoxymethylpenicillin is a β-lactam, natural penicillin antibacterial. It has broad-spectrum activity against Gram-positive aerobes, limited activity against Gram-negative organisms, and is not generally used against anaerobes.

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	6
Hydrogen bond donors	2
Rotatable bonds	6
Topological polar surface area	121.24
Molecular weight	350.09
XLogP	1.36
No. Lipinski's rules broken	0

SMILES / InChI / InChIKey

Canonical SMILES	O=C(N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)COc1ccccc1
Isomeric SMILES	O=C(N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)COc1ccccc1
InChI	InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
InChI Key	BPLBGHOLXOTWMN-MBNYWOFBSA-N