Compound ID | 2610

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Mepicycline

Synonym(s): Pipacycline

Class: Tetracycline

Agent Type: Semisynthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive
Mechanism of action: Protein synthesis inhibitor
Target Pathogen: Active against penicillinase-producing Staphylococcus aureus
Combined with other compounds: Yes, part of penimepicycline
Description: Semisynthetic compound derived from tetracycline; component of the penicillinate salt penimepicycline (used in combination with phenoxymethylpenicillin)
Institute where first reported: Farmaceutici Midy Research Laboratories – Milano
Year first mentioned: 1962
Development status: Unknown
Chemical structure(s):
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Molecular weight: 586.63
Iso. SMILES: C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)NCN5CCN(CC5)CCO)N(C)C)O
InChI Key: RAUQZDNDLCIQFJ-REHNUXHNSA-N
Can. SMILES: C[C@]1(C2=CC=CC(=C2C(=C3[C@@H]1C[C@H]4[C@@H](C(=O)C(=C([C@]4(C3=O)O)O)C(=O)NCN5CCN(CC5)CCO)N(C)C)O)O)O
InChI: InChI=1S/C29H38N4O9/c1-28(41)15-5-4-6-18(35)19(15)23(36)20-16(28)13-17-22(31(2)3)24(37)21(26(39)29(17,42)25(20)38)27(40)30-14-33-9-7-32(8-10-33)11-12-34/h4-6,16-17,22,34-36,39,41-42H,7-14H2,1-3H3,(H,30,40)/t16-,17-,22-,28+,29-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/54686184
Guide to Pharmacology: pipacycline
Citation: https://karger.com/cth/article/5/3-4/242/90094/Mepicycline-a-New-Soluble-Tetracycline-Derivative
Patent: BE709002A

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