Molecule

Halicylindramide B

AlkaPlorer ID: AK339911

Synonym: None

IUPAC Name: (2S)-N-[(2R)-1-[(2S)-1-[(2S)-1-[(2S)-1-[(2S)-1-[[(3S,6S,9R,12S,15S,16S)-9-benzyl-2,5,8,11-tetrahydroxy-6-[(1R)-1-hydroxyethyl]-3-(2-hydroxy-2-iminoethyl)-12-(3-hydroxy-3-iminopropyl)-13,16-dimethyl-14,18-dioxo-1,4,7,10,13-pentazacyclononadeca-1,4,7,10-tetraen-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)=NCC(=O)C[C@@H]1C)C(C)(C)C

InChI: InChI=1S/C79H111BrN20O21S/c1-40(2)61(95-72(113)58-22-16-30-100(58)76(117)55(93-65(106)42(4)88-39-101)33-45-23-25-47(80)26-24-45)73(114)98-64(79(6,7)8)75(116)92-53(34-46-36-86-50-20-14-13-19-49(46)50)68(109)89-51(21-15-29-85-78(83)84)67(108)94-56(38-122(119,120)121)70(111)96-62-41(3)31-48(103)37-87-66(107)54(35-60(82)105)91-74(115)63(43(5)102)97-69(110)52(32-44-17-11-10-12-18-44)90-71(112)57(27-28-59(81)104)99(9)77(62)118/h10-14,17-20,23-26,36,39-43,51-58,61-64,86,102H,15-16,21-22,27-35,37-38H2,1-9H3,(H2,81,104)(H2,82,105)(H,87,107)(H,88,101)(H,89,109)(H,90,112)(H,91,115)(H,92,116)(H,93,106)(H,94,108)(H,95,113)(H,96,111)(H,97,110)(H,98,114)(H4,83,84,85)(H,119,120,121)/t41-,42+,43+,51-,52+,53-,54-,55-,56+,57-,58-,61+,62-,63-,64+/m0/s1

InChIKey: BAVRERVRSYQBOR-UNOCJTLJSA-N

Reference

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

PubChem CID: 73351577

LOTUS: LTS0212291

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 1788.8469999999998

TPSA？: 689.2200000000003

MolLogP？: 8.042310000000018

Number of H-Donors: 22

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