solithromycin   Click here for help

GtoPdb Ligand ID: 10859

Synonyms: CEM-101 | CEM101 | compound 3 [PMID: 30258539] | OP-1068 | OP1068 | Solithera | T-4288 | T4288
PDB Ligand
Compound class: Synthetic organic
Comment: Solithromycin is a next-generation oral and intravenous fluoroketolide (macrolide) antibiotic that has activity against Gram-positive and Gram-negative bacteria [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 15
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 197.87
Molecular weight 844.47
XLogP 3.4
No. Lipinski's rules broken 2
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Canonical SMILES CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2CCCCn1nnc(c1)c1cccc(c1)N)C)C)(C)OC
Isomeric SMILES CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2CCCCn1nnc(c1)c1cccc(c1)N)C)C)(C)OC
InChI InChI=1S/C43H65FN6O10/c1-12-32-43(8)35(50(40(55)60-43)19-14-13-18-49-23-30(46-47-49)28-16-15-17-29(45)21-28)26(4)33(51)24(2)22-41(6,56-11)37(27(5)36(53)42(7,44)39(54)58-32)59-38-34(52)31(48(9)10)20-25(3)57-38/h15-17,21,23-27,31-32,34-35,37-38,52H,12-14,18-20,22,45H2,1-11H3/t24-,25-,26+,27+,31+,32-,34-,35-,37-,38+,41-,42+,43-/m1/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
9358 solithromycin
Synonyms Click here for help
CEM-101 | CEM101 | compound 3 [PMID: 30258539] | OP-1068 | OP1068 | Solithera | T-4288 | T4288
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 146
Other databases
CAS Registry No. 760981-83-7 (source: WHO INN record)
ChEMBL Ligand CHEMBL1232510
DrugBank Ligand DB09308
GtoPdb PubChem SID 405560300
PubChem CID 25242512
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