Molecule

Halicylindramide C

AlkaPlorer ID: AK559577

Synonym: None

IUPAC Name: (2S)-N-[(2R)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[[(3S,6S,9R,12S,15S,16S)-9-benzyl-5,8,11-trihydroxy-6-[(1R)-1-hydroxyethyl]-3-(2-hydroxy-2-iminoethyl)-12-(3-hydroxy-3-iminopropyl)-1,13,16-trimethyl-2,14,18-trioxo-1,4,7,10,13-pentazacyclononadeca-4,7,10-trien-15-yl]imino]-1-hydroxy-3-sulfopropan-2-yl]imino-5-carbamimidamido-1-hydroxypentan-2-yl]imino-1-hydroxy-3-(1H-indol-3-yl)propan-2-yl]imino-1-hydroxy-3,3-dimethylbutan-2-yl]imino-1-hydroxy-3-methylbutan-2-yl]-1-[(2S)-3-(4-bromophenyl)-2-[[(2R)-1-hydroxy-2-(hydroxymethylideneamino)propylidene]amino]propanoyl]pyrrolidine-2-carboximidic acid

Structure

SMILES: CC(C)[C@@H](N=C(O)[C@@H]1CCCN1C(=O)[C@H](CC1=CC=C(Br)C=C1)N=C(O)[C@@H](C)N=CO)C(O)=N[C@H](C(O)=N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=N[C@@H](CCCNC(=N)N)C(O)=N[C@H](CS(=O)(=O)O)C(O)=N[C@@H]1C(=O)N(C)[C@@H](CCC(=N)O)C(O)=N[C@H](CC2=CC=CC=C2)C(O)=N[C@@H]([C@@H](C)O)C(O)=N[C@@H](CC(=N)O)C(=O)N(C)CC(=O)C[C@@H]1C)C(C)(C)C

InChI: InChI=1S/C80H113BrN20O21S/c1-41(2)62(95-72(113)59-23-17-31-101(59)77(118)55(92-66(107)43(4)88-40-102)34-46-24-26-48(81)27-25-46)73(114)98-65(80(6,7)8)75(116)91-54(35-47-37-87-51-21-15-14-20-50(47)51)68(109)89-52(22-16-30-86-79(84)85)67(108)94-57(39-123(120,121)122)70(111)96-63-42(3)32-49(104)38-99(9)76(117)56(36-61(83)106)93-74(115)64(44(5)103)97-69(110)53(33-45-18-12-11-13-19-45)90-71(112)58(28-29-60(82)105)100(10)78(63)119/h11-15,18-21,24-27,37,40-44,52-59,62-65,87,103H,16-17,22-23,28-36,38-39H2,1-10H3,(H2,82,105)(H2,83,106)(H,88,102)(H,89,109)(H,90,112)(H,91,116)(H,92,107)(H,93,115)(H,94,108)(H,95,113)(H,96,111)(H,97,110)(H,98,114)(H4,84,85,86)(H,120,121,122)/t42-,43+,44+,52-,53+,54-,55-,56-,57+,58-,59-,62+,63-,64-,65+/m0/s1

InChIKey: WKSKQLSTZWRXQA-FZNZYQBJSA-N

Reference

Halicylindramides A-C, antifungal and cytotoxic depsipeptides from the marine sponge Halichondria cylindrata

PubChem CID: 73354568

LOTUS: LTS0071651

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 1802.874

TPSA？: 676.9400000000003

MolLogP？: 7.544210000000016

Number of H-Donors: 21

Number of H-Acceptors: 21

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Mus musculus	P388	IC50	0.2	ug.mL-1	10.1021/jm00002a015
Umbelopsis ramanniana	Umbelopsis ramanniana	Activity	nan	None	10.1021/jm00002a015