ChemComp-KNG: Kanglemycin A

Basic information

• Entry: Database: PDB chemical components / ID: KNG
• Name: Name: Kanglemycin A; Synonyms: 4-{(1S)-1-[(1S,2S,12S,16S,17R,18S,19R,20R,21S,22R,23S,24E)-21-(acetyloxy)-23-[(2,6-dideoxy-3,4-O-methylidene-beta-D-ribo-hexopyranosyl)oxy]-1,5,6,9,17,19-hexahydroxy-2,4,12,18,20,22-hexamethyl-11-oxo-1,2-dihydro-2,7-(epoxypentadec[1]enoimino)naphtho[2,1-b]furan-16-yl]ethoxy}-3,3-dimethyl-4-oxobutanoic acid

Chemical information

Composition

Formula: C₅₀H₆₇NO₁₉ / Number of atoms: 137 / Formula weight: 986.062 / Formal charge: 0

• Others: Type: NON-POLYMER / PDB classification: HETAIN / Three letter code: KNG / Ideal coordinates details: Corina

History

Create component	Mar 16, 2018
Modify formula	Mar 16, 2018
Initial release	Jul 25, 2018
Modify synonyms	Mar 13, 2021

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: c1(c3c(c(c6c2C(C(C)(OC=CC(C(C(C(C(C(C(C(CCC=C(C(=O)Nc1cc(c23)O)C)C(OC(C(C)(C)CC(=O)O)=O)C)O)C)O)C)OC(C)=O)C)OC5CC4C(OCO4)C(C)O5)O6)=O)C)O)O
• CACTVS 3.385: C[CH]1O[CH](C[CH]2OCO[CH]12)O[CH]3C=CO[C]4(C)Oc5c(C)c(O)c6c(O)c(NC(=O)C(=CCC[CH]([CH](C)OC(=O)C(C)(C)CC(O)=O)[CH](O)[CH](C)[CH](O)[CH](C)[CH](OC(C)=O)[CH]3C)C)cc(O)c6c5C4=O
• OpenEye OEToolkits 1.7.6: Cc1c(c2c3c(cc(c2O)NC(=O)C(=CCCC(C(C(C(C(C(C(C(C=COC4(C(=O)c3c1O4)C)OC5CC6C(C(O5)C)OCO6)C)OC(=O)C)C)O)C)O)C(C)OC(=O)C(C)(C)CC(=O)O)C)O)O

SMILES CANONICAL

• CACTVS 3.385: C[C@H]1O[C@H](C[C@@H]2OCO[C@H]12)O[C@H]3\C=C\O[C@@]4(C)Oc5c(C)c(O)c6c(O)c(NC(=O)\C(=C/CC[C@H]([C@H](C)OC(=O)C(C)(C)CC(O)=O)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]3C)C)cc(O)c6c5C4=O
• OpenEye OEToolkits 1.7.6: Cc1c(c2c3c(cc(c2O)NC(=O)/C(=C\CC[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H](/C=C/O[C@@]4(C(=O)c3c1O4)C)O[C@H]5C[C@H]6[C@@H]([C@H](O5)C)OCO6)C)OC(=O)C)C)O)C)O)[C@H](C)OC(=O)C(C)(C)CC(=O)O)/C)O)O

InChI

• InChI 1.03: InChI=1S/C50H67NO19/c1-21-13-12-14-29(26(6)67-48(62)49(9,10)19-34(54)55)40(57)23(3)39(56)24(4)43(68-28(8)52)22(2)32(69-35-18-33-45(27(7)66-35)64-20-63-33)15-16-65-50(11)46(60)38-36-31(53)17-30(51-47(21)61)42(59)37(36)41(58)25(5)44(38)70-50/h13,15-17,22-24,26-27,29,32-33,35,39-40,43,45,53,56-59H,12,14,18-20H2,1-11H3,(H,51,61)(H,54,55)/b16-15+,21-13-/t22-,23+,24-,26+,27-,29-,32+,33+,35+,39-,40-,43-,45-,50+/m1/s1

InChIKey

• InChI 1.03: RKRZBNCHQZDJPK-UAXKWEMASA-N

SYSTEMATIC NAME

• OpenEye OEToolkits 2.0.6: 4-[(1~{S})-1-[(4~{Z},8~{S},9~{R},10~{S},11~{R},12~{R},13~{S},14~{R},15~{S},16~{E},19~{S})-15-[[(3~{a}~{R},4~{R},6~{R},7~{a}~{S})-4-methyl-4,6,7,7~{a}-tetrahydro-3~{a}~{H}-[1,3]dioxolo[4,5-c]pyran-6-yl]oxy]-13-acetyloxy-4,10,12,14,19,28-hexamethyl-9,11,23,25,27-pentakis(oxidanyl)-3,20-bis(oxidanylidene)-18,30-dioxa-2-azatetracyclo[17.6.5.0^{21,29}.0^{22,26}]triaconta-1(25),4,16,21,23,26,28-heptaen-8-yl]ethoxy]-3,3-dimethyl-4-oxidanylidene-butanoic acid
• ACDLabs 12.01: 4-{(1S)-1-[(2S,12Z,16S,17R,18S,19R,20R,21S,22R,23S,24E)-21-(acetyloxy)-23-[(2,6-dideoxy-3,4-O-methylidene-beta-D-ribo-hexopyranosyl)oxy]-5,6,9,17,19-pentahydroxy-2,4,12,18,20,22-hexamethyl-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,13]dienoimino)naphtho[2,1-b]furan-16-yl]ethoxy}-3,3-dimethyl-4-oxobutanoic acid

PDB entries

Showing all 4 items

PDB-6cce:
Crystal structure of a Mycobacterium smegmatis RNA polymerase transcription initiation complex with inhibitor Kanglemycin A

PDB-6cuu:
Thermus thermophiles RNA polymerase in complex with promoter DNA and antibiotic Kanglemycin A

PDB-6cux:
Escherichia coli RpoB S531L mutant RNA polymerase holoenzyme in complex with Kanglemycin A

PDB-6dcf:
Crystal structure of a Mycobacterium smegmatis transcription initiation complex with Rifampicin-resistant RNA polymerase and bound to kanglemycin A