BAL19403   Click here for help

GtoPdb Ligand ID: 10981

Synonyms: BAL 19403 | BAL-19403
Compound class: Synthetic organic
Comment: BAL19403 is an experimental macrolide antibiotic [1]. It has in vitro activity against propionibacteria, including erythromycin- and clindamycin-resistant propionibacteria, and exhibits some anti-inflammatory activity. It was proposed as a topical agent for mild to moderate inflammatory acne vulgaris.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 224.76
Molecular weight 948.51
XLogP 3.87
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)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)[C@H]2SCCn1cnc2c1nccc2)C)C)(C)OC
Isomeric SMILES CC[C@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@@H]([C@](C2)(C)OC)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)[C@H]2SCCn1cnc2c1nccc2)C)C)(C)OC
InChI InChI=1S/C48H76N4O13S/c1-15-33-48(10)35(39(44(57)65-48)66-20-19-52-24-50-31-17-16-18-49-42(31)52)27(4)36(53)25(2)22-47(9,59-14)41(64-45-37(54)32(51(11)12)21-26(3)60-45)28(5)38(29(6)43(56)62-33)63-34-23-46(8,58-13)40(55)30(7)61-34/h16-18,24-30,32-35,37-41,45,54-55H,15,19-23H2,1-14H3/t25-,26-,27-,28+,29-,30+,32+,33-,34+,35+,37-,38+,39+,40+,41-,45+,46-,47-,48-/m1/s1
InChI Key HTEVRIKKCSOLOA-AKGQNOEZSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(1S,2R,5R,6S,7S,8R,9R,11R,13R,14R,15S)-8-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-6-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-15-(2-imidazo[4,5-b]pyridin-3-ylethylsulfanyl)-9-methoxy-1,5,7,9,11,13-hexamethyl-3,17-dioxabicyclo[12.3.0]heptadecane-4,12,16-trione
Synonyms Click here for help
BAL 19403 | BAL-19403
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 791
Other databases
ChEMBL Ligand CHEMBL405863
GtoPdb PubChem SID 405560422
PubChem CID 11528098
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