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Kahalalide F

AlkaPlorer ID: AK023517

Synonym: None

IUPAC Name: (2R)-N-[(2S)-5-amino-1-[[(2R,3R)-1-[[(3S,6Z,9S,12R,15R,18R,19S)-9-benzyl-15-[(2R)-butan-2-yl]-6-ethylidene-19-methyl-2,5,8,11,14,17-hexaoxo-3,12-di(propan-2-yl)-1-oxa-4,7,10,13,16-pentazacyclononadec-18-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-1-oxopentan-2-yl]-1-[(2R)-2-[[(2S)-2-[[(2S,3R)-3-hydroxy-2-[[(2R)-3-methyl-2-(5-methylhexanoylamino)butanoyl]amino]butanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]pyrrolidine-2-carboxamide

Structure

SMILES: C/C=C1\N=C(O)[C@H](CC2=CC=CC=C2)N=C(O)[C@@H](C(C)C)N=C(O)[C@@H]([C@H](C)CC)N=C(O)[C@H](N=C(O)[C@H](N=C(O)[C@H](CCCN)N=C(O)[C@H]2CCCN2C(=O)[C@H](N=C(O)[C@@H](N=C(O)[C@@H](N=C(O)[C@H](N=C(O)CCCC(C)C)C(C)C)[C@@H](C)O)C(C)C)C(C)C)[C@H](C)CC)[C@H](C)OC(=O)[C@H](C(C)C)N=C1O

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InChI: InChI=1S/C75H124N14O16/c1-20-44(16)59(71(100)88-62-47(19)105-75(104)58(43(14)15)84-63(92)49(22-3)77-65(94)51(37-48-30-24-23-25-31-48)79-67(96)55(40(8)9)81-70(99)60(45(17)21-2)86-73(62)102)85-64(93)50(32-27-35-76)78-66(95)52-33-28-36-89(52)74(103)57(42(12)13)83-69(98)56(41(10)11)82-72(101)61(46(18)90)87-68(97)54(39(6)7)80-53(91)34-26-29-38(4)5/h22-25,30-31,38-47,50-52,54-62,90H,20-21,26-29,32-37,76H2,1-19H3,(H,77,94)(H,78,95)(H,79,96)(H,80,91)(H,81,99)(H,82,101)(H,83,98)(H,84,92)(H,85,93)(H,86,102)(H,87,97)(H,88,100)/b49-22-/t44-,45-,46-,47+,50+,51+,52-,54-,55-,56+,57-,58+,59-,60-,61+,62-/m1/s1

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InChIKey: RCGXNDQKCXNWLO-WLEIXIPESA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Elysia rufescens Elysia Plakobranchidae None Gastropoda Mollusca Metazoa Eukaryota

Properties Information

Molecule Weight: 1477.8989999999978

TPSA？: 483.94000000000017

MolLogP？: 11.919999999999998

Number of H-Donors: 14

Number of H-Acceptors: 17

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Aspergillus fumigatus Aspergillus fumigatus IC50 3210.0 nM 10.1016/j.bmc.2011.06.050
Aspergillus fumigatus Aspergillus fumigatus IC50 3210.0 nM 10.1021/jm061288r
Aspergillus fumigatus Aspergillus fumigatus MFC 20.0 uM 10.1016/j.bmc.2011.06.050
Aspergillus fumigatus Aspergillus fumigatus MFC 20.0 uM 10.1021/jm061288r
Aspergillus fumigatus Aspergillus fumigatus MIC 10000.0 nM 10.1016/j.bmc.2011.06.050
Aspergillus fumigatus Aspergillus fumigatus MIC 10000.0 nM 10.1021/jm061288r
Bacillus subtilis Bacillus subtilis Activity nan None 10.1021/np060172v
Candida albicans Candida albicans IC50 3020.0 nM 10.1016/j.bmc.2011.06.050
Candida albicans Candida albicans IC50 3020.0 nM 10.1021/jm061288r
Candida albicans Candida albicans MFC 20.0 uM 10.1016/j.bmc.2011.06.050
Candida albicans Candida albicans MFC 20.0 uM 10.1021/jm061288r
Candida albicans Candida albicans MIC 10000.0 nM 10.1016/j.bmc.2011.06.050
Candida albicans Candida albicans MIC 10000.0 nM 10.1021/jm061288r
Cladosporium cucumerinum Cladosporium cucumerinum IZ 24.0 mm 10.1021/np060172v
Cladosporium herbarum Cladosporium herbarum IZ 17.0 mm 10.1021/np060172v
Cryptococcus neoformans Cryptococcus neoformans IC50 1530.0 nM 10.1016/j.bmc.2011.06.050
Cryptococcus neoformans Cryptococcus neoformans IC50 1530.0 nM 10.1021/jm061288r
Cryptococcus neoformans Cryptococcus neoformans MFC 5.0 uM 10.1016/j.bmc.2011.06.050
Cryptococcus neoformans Cryptococcus neoformans MFC 5.0 uM 10.1021/jm061288r
Cryptococcus neoformans Cryptococcus neoformans MIC 5000.0 nM 10.1016/j.bmc.2011.06.050
Cryptococcus neoformans Cryptococcus neoformans MIC 5000.0 nM 10.1021/jm061288r
Escherichia coli Escherichia coli Activity nan None 10.1016/j.bmc.2011.06.050
Escherichia coli Escherichia coli Activity nan None 10.1021/jm061288r
Escherichia coli Escherichia coli Activity nan None 10.1021/np060172v
Fusarium oxysporum Fusarium oxysporum Activity nan None 10.1021/jm061288r
Fusarium oxysporum Fusarium oxysporum Inhibition 0.0 % 10.1021/jm061288r
Fusarium oxysporum Fusarium oxysporum Inhibition 99.6 % 10.1021/jm061288r
Fusarium oxysporum Fusarium oxysporum Inhibition 100.0 % 10.1021/jm061288r
Fusarium proliferatum Fusarium proliferatum Activity nan None 10.1021/jm061288r
Fusarium proliferatum Fusarium proliferatum Inhibition 0.0 % 10.1021/jm061288r
Fusarium proliferatum Fusarium proliferatum Inhibition 99.8 % 10.1021/jm061288r
Fusarium proliferatum Fusarium proliferatum Inhibition 100.0 % 10.1021/jm061288r
Fusarium solani Fusarium solani Activity nan None 10.1021/jm061288r
Fusarium solani Fusarium solani Inhibition 0.0 % 10.1021/jm061288r
Fusarium solani Fusarium solani Inhibition 9.9 % 10.1021/jm061288r
Fusarium solani Fusarium solani Inhibition 98.9 % 10.1021/jm061288r
Fusarium solani Fusarium solani Inhibition 99.9 % 10.1021/jm061288r
Fusarium sp. Fusarium sp. Activity nan None 10.1016/j.bmc.2011.06.050
Homo sapiens A549 GI50 135.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens A549 GI50 135.0 nM 10.1021/jm061288r
Homo sapiens A549 GI50 1160.0 nM 10.1021/jm8000828
Homo sapiens A549 LC50 4520.0 nM 10.1021/jm8000828
Homo sapiens A549 TGI 302.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens A549 TGI 302.0 nM 10.1021/jm061288r
Homo sapiens A549 TGI 2200.0 nM 10.1021/jm8000828
Homo sapiens ACHN GI50 1659.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens ACHN GI50 1659.0 nM 10.1021/jm061288r
Homo sapiens ACHN TGI 3236.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens ACHN TGI 3236.0 nM 10.1021/jm061288r
Homo sapiens DU-145 GI 40.0 % 10.1021/np070508g
Homo sapiens DU-145 GI50 931.0 nM 10.1021/jm8000828
Homo sapiens DU-145 LC50 3720.0 nM 10.1021/jm8000828
Homo sapiens DU-145 TGI 1720.0 nM 10.1021/jm8000828
Homo sapiens HCC 2998 GI50 288.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens HCC 2998 GI50 288.0 nM 10.1021/jm061288r
Homo sapiens HCC 2998 TGI 616.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens HCC 2998 TGI 616.0 nM 10.1021/jm061288r
Homo sapiens HCT-15 GI50 269.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens HCT-15 GI50 269.0 nM 10.1021/jm061288r
Homo sapiens HCT-15 TGI 741.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens HCT-15 TGI 741.0 nM 10.1021/jm061288r
Homo sapiens HeLa Activity nan None 10.1021/np060172v
Homo sapiens HeLa EC50 nan None 10.1021/np900220r
Homo sapiens HeLa GI50 965.0 nM 10.1021/jm8000828
Homo sapiens HeLa LC50 4730.0 nM 10.1021/jm8000828
Homo sapiens HeLa TGI 1970.0 nM 10.1021/jm8000828
Homo sapiens Hs-578T GI50 162.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens Hs-578T GI50 162.0 nM 10.1021/jm061288r
Homo sapiens Hs-578T TGI 479.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens Hs-578T TGI 479.0 nM 10.1021/jm061288r
Homo sapiens HT-29 GI50 162.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens HT-29 GI50 162.0 nM 10.1021/jm061288r
Homo sapiens HT-29 GI50 432.0 nM 10.1021/jm8000828
Homo sapiens HT-29 LC50 2240.0 nM 10.1021/jm8000828
Homo sapiens HT-29 TGI 316.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens HT-29 TGI 316.0 nM 10.1021/jm061288r
Homo sapiens HT-29 TGI 915.0 nM 10.1021/jm8000828
Homo sapiens K562 GI50 1930.0 nM 10.1021/jm8000828
Homo sapiens K562 LC50 5280.0 nM 10.1021/jm8000828
Homo sapiens K562 TGI 3320.0 nM 10.1021/jm8000828
Homo sapiens KM12 GI50 182.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens KM12 GI50 182.0 nM 10.1021/jm061288r
Homo sapiens KM12 TGI 363.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens KM12 TGI 363.0 nM 10.1021/jm061288r
Homo sapiens LNCaP GI50 960.0 nM 10.1021/jm8000828
Homo sapiens LNCaP LC50 4260.0 nM 10.1021/jm8000828
Homo sapiens LNCaP TGI 1960.0 nM 10.1021/jm8000828
Homo sapiens LoVo GI50 299.0 nM 10.1021/jm8000828
Homo sapiens LoVo GI50 334.0 nM 10.1021/jm8000828
Homo sapiens LoVo LC50 1470.0 nM 10.1021/jm8000828
Homo sapiens LoVo LC50 1510.0 nM 10.1021/jm8000828
Homo sapiens LoVo TGI 485.0 nM 10.1021/jm8000828
Homo sapiens LoVo TGI 614.0 nM 10.1021/jm8000828
Homo sapiens MCF7 IC50 220.0 nM 10.1021/np060172v
Homo sapiens NCI-H322M GI50 191.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens NCI-H322M GI50 191.0 nM 10.1021/jm061288r
Homo sapiens NCI-H322M TGI 372.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens NCI-H322M TGI 372.0 nM 10.1021/jm061288r
Homo sapiens PANC-1 GI50 1770.0 nM 10.1021/jm8000828
Homo sapiens PANC-1 LC50 5070.0 nM 10.1021/jm8000828
Homo sapiens PANC-1 TGI 3330.0 nM 10.1021/jm8000828
Homo sapiens PC-3 GI 40.0 % 10.1021/np070508g
Homo sapiens PC-3 GI50 170.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens PC-3 GI50 170.0 nM 10.1021/jm061288r
Homo sapiens PC-3 TGI 324.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens PC-3 TGI 324.0 nM 10.1021/jm061288r
Homo sapiens RPMI-8226 GI50 1738.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens RPMI-8226 GI50 1738.0 nM 10.1021/jm061288r
Homo sapiens RPMI-8226 TGI 6918.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens RPMI-8226 TGI 6918.0 nM 10.1021/jm061288r
Homo sapiens SK-BR-3 GI50 363.0 nM 10.1021/jm8000828
Homo sapiens SK-BR-3 LC50 1980.0 nM 10.1021/jm8000828
Homo sapiens SK-BR-3 TGI 810.0 nM 10.1021/jm8000828
Homo sapiens SK-MEL-28 GI50 1190.0 nM 10.1021/jm8000828
Homo sapiens SK-MEL-28 LC50 4500.0 nM 10.1021/jm8000828
Homo sapiens SK-MEL-28 TGI 2260.0 nM 10.1021/jm8000828
Homo sapiens SK-OV-3 GI50 191.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens SK-OV-3 GI50 191.0 nM 10.1021/jm061288r
Homo sapiens SK-OV-3 TGI 355.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens SK-OV-3 TGI 355.0 nM 10.1021/jm061288r
Homo sapiens SNB-75 GI50 224.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens SNB-75 GI50 224.0 nM 10.1021/jm061288r
Homo sapiens SNB-75 TGI 1905.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens SNB-75 TGI 1905.0 nM 10.1021/jm061288r
Homo sapiens UACC-257 GI50 1023.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens UACC-257 GI50 1023.0 nM 10.1021/jm061288r
Homo sapiens UACC-257 TGI 2818.0 nM 10.1016/j.bmc.2011.06.050
Homo sapiens UACC-257 TGI 2818.0 nM 10.1021/jm061288r
Leishmania donovani Leishmania donovani IC50 17.0 ug.mL-1 10.1021/jm061288r
Leishmania donovani Leishmania donovani IC90 34.0 ug.mL-1 10.1021/jm061288r
Mus musculus L5178Y EC50 6.3 ug.mL-1 10.1021/np070447m
Mus musculus L5178Y EC50 6.3 ug.mL-1 10.1021/np8004997
Mus musculus L5178Y EC50 6.3 ug.mL-1 10.1021/np900220r
Mus musculus L5178Y IC50 4300.0 nM 10.1016/j.bmc.2011.06.013
Mus musculus L5178Y IC50 4300.0 nM 10.1016/j.bmc.2014.12.068
Mus musculus L5178Y IC50 4300.0 nM 10.1021/np300794b
Mus musculus L5178Y IC50 4300.0 nM 10.1021/np4001366
Mus musculus L5178Y IC50 4300.0 nM 10.1021/np400633m
Mus musculus L5178Y IC50 4300.0 nM 10.1021/np500113r
Mus musculus Mus musculus MTD 280.0 ug/kg 10.1016/j.bmc.2011.06.050
Mycobacterium intracellulare Mycobacterium intracellulare IC50 20000.0 nM 10.1016/j.bmc.2011.06.050
Mycobacterium intracellulare Mycobacterium intracellulare IC50 20000.0 nM 10.1021/jm061288r
Mycobacterium intracellulare Mycobacterium intracellulare MBC 20.0 uM 10.1016/j.bmc.2011.06.050
Mycobacterium intracellulare Mycobacterium intracellulare MBC 20.0 uM 10.1021/jm061288r
Mycobacterium intracellulare Mycobacterium intracellulare MIC 20000.0 nM 10.1016/j.bmc.2011.06.050
Mycobacterium intracellulare Mycobacterium intracellulare MIC 20000.0 nM 10.1021/jm061288r
Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition 67.0 % 10.1021/jm061288r
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 16.0 ug.mL-1 10.1021/jm061288r
Pseudomonas aeruginosa Pseudomonas aeruginosa Activity nan None 10.1016/j.bmc.2011.06.050
Pseudomonas aeruginosa Pseudomonas aeruginosa Activity nan None 10.1021/jm061288r
Rattus norvegicus PC-12 Activity nan None 10.1021/np060172v
Rattus norvegicus PC-12 EC50 nan None 10.1021/np900220r
Saccharomyces cerevisiae Saccharomyces cerevisiae Activity nan None 10.1021/np060172v
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1016/j.bmc.2011.06.050
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1021/jm061288r
None NON-PROTEIN TARGET Activity nan None 10.1021/np060172v
None NON-PROTEIN TARGET GI50 493.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET GI50 550.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET GI50 975.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET IC50 4260.0 nM 10.1021/np060172v
None NON-PROTEIN TARGET LC50 3220.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET LC50 3280.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET LC50 4290.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET TGI 1180.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET TGI 1300.0 nM 10.1021/jm8000828
None NON-PROTEIN TARGET TGI 2020.0 nM 10.1021/jm8000828

Metabolism Information