cyclacillin   Click here for help

GtoPdb Ligand ID: 4817

Synonyms: Cyclapen® | Vastcillin®
Approved drug
cyclacillin is an approved drug
Compound class: Synthetic organic
Comment: This drug is an analog of penicillanic acid. Ci
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 4
Topological polar surface area 138.03
Molecular weight 341.14
XLogP -1.73
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)C1N2C(=O)C(C2SC1(C)C)NC(=O)C1(N)CCCCC1
Isomeric SMILES OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)NC(=O)C1(N)CCCCC1
InChI InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1
InChI Key HGBLNBBNRORJKI-WCABBAIRSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes
IUPAC Name Click here for help
(2S,5R,6R)-6-(1-aminocyclohexaneamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
2764 ciclacillin
Synonyms Click here for help
Cyclapen® | Vastcillin®
Database Links Click here for help
CAS Registry No. 3485-14-1
ChEMBL Ligand CHEMBL1200356
DrugBank Ligand DB01000
DrugCentral Ligand 632
GtoPdb PubChem SID 178101519
PubChem CID 19003
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Wikipedia Cyclacillin