Molecule ID: 54714009

IUPAC Name: (1S,3S,6S,7E,10E,13R,16S,17S,18S,21R,22R,23Z)-17-[(2R,4R,5S,6R)-5-[(3-chloro-1H-pyrrole-2-carbonyl)amino]-4-hydroxy-6-methyloxan-2-yl]oxy-3,22-diethyl-23-hydroxy-6,8,18-trimethyl-25,27-dioxo-26-oxapentacyclo[22.2.1.01,6.013,22.016,21]heptacosa-4,7,10,14,23-pentaene-4-carboxylic acid

Description: The molecule is a carbohydrate-containing antibiotic isolated from Actinomadura sp. MK73-NF4. It specifically inhibits the growth of gram-positive bacteria including multi-drug resistant strains such as Staphylococcus aureus MS9610 and menthicilin-resistant S.aureus (MRSA). It has a role as a metabolite, an antimicrobial agent and an antibacterial agent. It is an amide, an organochlorine compound, a monocarboxylic acid, a gamma-lactone, a macrocycle, a member of pyrroles, a trideoxyhexose derivative, a carbohydrate-containing antibiotic, an oxaspiro compound and a cyclic ketone.

SMILES: CC[C@H]1C[C@]23OC(=O)/C(=C(\O)[C@@]4(CC)[C@@H]5CC[C@H](C)[C@H](O[C@H]6C[C@@H](O)[C@H](N=C(O)c7[nH]ccc7Cl)[C@@H](C)O6)[C@H]5C=C[C@H]4C/C=C/C/C(C)=C/[C@@]2(C)C=C1C(=O)O)C3=O

SELFIES: [C][C][C@H1][C][C@][O][C][=Branch1][C][=O][/C][=Branch2][#Branch1][#Branch1][=C][Branch1][C][\O][C@@][Branch1][Ring1][C][C][C@@H1][C][C][C@H1][Branch1][C][C][C@H1][Branch2][Ring1][#C][O][C@H1][C][C@@H1][Branch1][C][O][C@H1][Branch1][=C][N][=C][Branch1][C][O][C][NH1][C][=C][C][=Ring1][Branch1][Cl][C@@H1][Branch1][C][C][O][Ring1][P][C@H1][Ring2][Ring1][=Branch2][C][=C][C@H1][Ring2][Ring1][#C][C][/C][=C][/C][/C][Branch1][C][C][=C][/C@@][Ring2][Ring2][=C][Branch1][C][C][C][=C][Ring2][Branch1][Ring1][C][=Branch1][C][=O][O][C][Ring2][Branch1][Branch1][=O]

InChI: InChI=1S/C45H57ClN2O10/c1-7-26-21-45-39(51)34(42(55)58-45)38(50)44(8-2)27(12-10-9-11-23(3)20-43(45,6)22-29(26)41(53)54)14-15-28-30(44)16-13-24(4)37(28)57-33-19-32(49)35(25(5)56-33)48-40(52)36-31(46)17-18-47-36/h9-10,14-15,17-18,20,22,24-28,30,32-33,35,37,47,49-50H,7-8,11-13,16,19,21H2,1-6H3,(H,48,52)(H,53,54)/b10-9+,23-20+,38-34-/t24-,25+,26-,27+,28-,30+,32+,33-,35+,37-,43-,44+,45+/m0/s1

Molecular Properties:
- Polar Surface Area: 185.0 Ų
- LogP: 7.6