dalfopristin   Click here for help

GtoPdb Ligand ID: 10797

Synonyms: RP-54476 | RP54476 | Synercid® (dalfopristin + quinupristin)
Approved drug PDB Ligand
dalfopristin is an approved drug (FDA (1999))
Compound class: Synthetic organic
Comment: Dalfopristin is a semi-synthetic derivative of pristinamycin IIA (streptogramin A). It inhibits the early phase of protein synthesis in the bacterial ribosome by binding to the 70S subunit. It is administered intravenously.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 184.8
Molecular weight 690.33
XLogP 1.7
No. Lipinski's rules broken 1
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Canonical SMILES CCN(CCS(=O)(=O)[C@@H]1CCN2[C@H]1C(=O)O[C@H](C(C)C)[C@H](C)/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)Cc1nc(C2=O)co1)O)/C)CC
Isomeric SMILES CCN(CCS(=O)(=O)[C@@H]1CCN2[C@H]1C(=O)O[C@H](C(C)C)[C@H](C)/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)Cc1nc(C2=O)co1)O)/C)CC
InChI InChI=1S/C34H50N4O9S/c1-7-37(8-2)16-17-48(44,45)28-13-15-38-31(28)34(43)47-32(22(3)4)24(6)11-12-29(41)35-14-9-10-23(5)18-25(39)19-26(40)20-30-36-27(21-46-30)33(38)42/h9-12,18,21-22,24-25,28,31-32,39H,7-8,13-17,19-20H2,1-6H3,(H,35,41)/b10-9+,12-11+,23-18+/t24-,25-,28-,31-,32-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1999))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
6581 dalfopristin
Synonyms Click here for help
RP-54476 | RP54476 | Synercid® (dalfopristin + quinupristin)
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Dalfopristin | Quinupristin/dalfopristin
Other databases
CAS Registry No. 112362-50-2 (source: WHO INN record)
GtoPdb PubChem SID 405560238
PubChem CID 6323289
Search Google for chemical match using the InChIKey SUYRLXYYZQTJHF-VMBLUXKRSA-N
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UniChem Compound Search for chemical match using the InChIKey SUYRLXYYZQTJHF-VMBLUXKRSA-N
UniChem Connectivity Search for chemical match using the InChIKey SUYRLXYYZQTJHF-VMBLUXKRSA-N