carindacillin

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Ligands
carindacillin

GtoPdb Ligand ID: 12276

Synonyms: carbenicillin indanyl | CP-15,464-2 | CP-15464-2 | Geocillin®

carindacillin is an approved drug (FDA (1972))

Comment: Carindacillin is a semisynthetic carboxypenicillin belonging to the β-lactam class of antibacterial compounds. It is an orally bioavailable prodrug that is hydrolysed into carbenicillin [1-2].

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	7
Hydrogen bond donors	2
Rotatable bonds	8
Topological polar surface area	138.31
Molecular weight	494.15
XLogP	4.62
No. Lipinski's rules broken	0

SMILES / InChI / InChIKey

Canonical SMILES	O=C(C(C(=O)Oc1ccc2c(c1)CCC2)c1ccccc1)N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C
Isomeric SMILES	CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C(c1ccccc1)C(=O)Oc1cc2c(CCC2)cc1)C(=O)O)C
InChI	InChI=1S/C26H26N2O6S/c1-26(2)20(24(31)32)28-22(30)19(23(28)35-26)27-21(29)18(15-7-4-3-5-8-15)25(33)34-17-12-11-14-9-6-10-16(14)13-17/h3-5,7-8,11-13,18-20,23H,6,9-10H2,1-2H3,(H,27,29)(H,31,32)/t18?,19-,20+,23-/m1/s1
InChI Key	JIRBAUWICKGBFE-MNRDOXJOSA-N