Compound ID | 613

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CP-544372

Class: Macrolide

Agent Type: Semisynthetic; Small molecule;
Spectrum of activity: Gram-positive
Mechanism of action: Unknown
Target Pathogen: Active against macrolide-resistant Streptococcus pneumoniae
Description: Semisynthetic compound; a C-4"-carbamate macrolide derivative; Girard D, Mathieu HW, Girard AE, et al. In vivo oral efficicacy of CP-544372, a new erthromycylamine C4 carbamate, against macrolide-resistant Pneumococci and Haemophilus influenzae. 38th-Intersci-Conf-Antimicrobial-Agents-Chemother 1998; 263.
Institute where first reported: Pfizer, USA
Year first mentioned: 1998
Development status: Experimental
Chemical structure(s):
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Molecular weight:
Iso. SMILES: C[C@H]1C([C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC([C@@H]([C@H]([C@@H]([C@H](C(C1)(C)O)O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)C)O[C@@H]3O[C@@H](C)[C@H](OC(NCCN(CC)[C@H](C4=C(OC)C=CC=C4)C)=O)[C@@](OC)(C)C3)C)=O)=O
InChI Key: BUTVROPTHNEIJQ-LTTVIYBHSA-N
Can. SMILES: CC[C@@H]1[C@](C)([C@@H]([C@@H](C)C(=O)[C@H](C)CC(C)([C@@H]([C@@H](C)[C@@H]([C@@H](C)C(=O)O1)O[C@H]2C[C@](C)([C@H]([C@H](C)O2)OC(=O)NCCN(CC)[C@@H](C)C3=C(C=CC=C3)OC)OC)O[C@H]4[C@@H]([C@H](C[C@@H](C)O4)N(C)C)O)O)O)O
InChI: InChI=1S/C51H87N3O15/c1-17-38-51(12,61)43(57)30(5)40(55)28(3)26-49(10,60)44(68-47-41(56)36(53(13)14)25-29(4)64-47)31(6)42(32(7)46(58)66-38)67-39-27-50(11,63-16)45(34(9)65-39)69-48(59)52-23-24-54(18-2)33(8)35-21-19-20-22-37(35)62-15/h19-22,28-34,36,38-39,41-45,47,56-57,60-61H,17-18,23-27H2,1-16H3,(H,52,59)/t28-,29-,30+,31+,32-,33+,34+,36+,38-,39+,41-,42+,43-,44-,45+,47+,49?,50-,51-/m1/s1
External links:
Citation: https://www.nature.com/articles/ja201044.pdf

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