rosaramicin   Click here for help

GtoPdb Ligand ID: 10855

Synonyms: Antibiotic 67-694 | Antibiotic 67694 | rosamicin | SCH-14947 | SCH14947
Compound class: Synthetic organic
Comment: Rosaramicin is a macrolide antibiotic. It has activity against Neisseria gonorrhoeae, Chlamydia trachomatis, Ureaplasma urealyticum and Mycoplasma hominis.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 135.13
Molecular weight 581.36
XLogP 1.74
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=CC[C@H]1C[C@@H](C)C(=O)/C=C/[C@]2(C)O[C@H]2[C@@H]([C@H](OC(=O)C[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](C)C[C@@H]([C@H]1O)N(C)C)C)O)CC)C
Isomeric SMILES O=CC[C@H]1C[C@@H](C)C(=O)/C=C/[C@]2(C)O[C@H]2[C@@H]([C@H](OC(=O)C[C@H]([C@@H]([C@H]1O[C@@H]1O[C@H](C)C[C@@H]([C@H]1O)N(C)C)C)O)CC)C
InChI InChI=1S/C31H51NO9/c1-9-25-20(5)29-31(6,41-29)12-10-23(34)17(2)14-21(11-13-33)28(19(4)24(35)16-26(36)39-25)40-30-27(37)22(32(7)8)15-18(3)38-30/h10,12-13,17-22,24-25,27-30,35,37H,9,11,14-16H2,1-8H3/b12-10+/t17-,18-,19+,20-,21+,22+,24-,25-,27-,28-,29+,30+,31+/m1/s1
InChI Key IUPCWCLVECYZRV-JZMZINANSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
2-[(1S,2R,3R,7R,8S,9S,10R,12R,14E,16S)-9-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-3-ethyl-7-hydroxy-2,8,12,16-tetramethyl-5,13-dioxo-4,17-dioxabicyclo[14.1.0]heptadec-14-en-10-yl]acetaldehyde
International Nonproprietary Names Click here for help
INN number INN
3369 rosaramicin
Synonyms Click here for help
Antibiotic 67-694 | Antibiotic 67694 | rosamicin | SCH-14947 | SCH14947
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 1035
Other databases
CAS Registry No. 35834-26-5 (source: WHO INN record)
ChEMBL Ligand CHEMBL8965
GtoPdb PubChem SID 405560296
PubChem CID 6537204
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