CIRCULIN B
AlkaPlorer ID: AK322612
Synonym: None
IUPAC Name: 3-[(1R,7S,10S,13R,16S,19S,22S,28S,31R,34S,37S,40S,43S,46S,52R,55S,58R,61S,64S,67S,70S,73R,76S,79S,82S,88S,91S,97S)-61,67-bis(4-aminobutyl)-19-benzyl-22,34,91-tris[(2S)-butan-2-yl]-79-(3-carbamimidamidopropyl)-2,5,8,11,14,17,20,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86,89,98-nonacosahydroxy-40-[(1R)-1-hydroxyethyl]-64,82-bis(2-hydroxy-2-iminoethyl)-10,37,55-tris(hydroxymethyl)-76-[(4-hydroxyphenyl)methyl]-43,46-bis(2-methylpropyl)-23,92-dioxo-16,70,88-tri(propan-2-yl)-1a,2a,5a,6a,9a,10a-hexathia-3,6,9,12,15,18,21,24,30,33,36,39,42,45,48,51,54,57,60,63,66,69,72,75,78,81,84,87,90,93,99-hentriacontazahexacyclo[50.47.4.413,58.431,73.024,28.093,97]hendecahecta-2,5,8,11,14,17,20,29,32,35,38,41,44,47,50,53,56,59,62,65,68,71,74,77,80,83,86,89,98-nonacosaen-7-yl]propanoic acid
Structure
SMILES: CC[C@H](C)[C@@H]1N=C(O)[C@H](CC2=CC=CC=C2)N=C(O)[C@H](C(C)C)N=C(O)[C@@H]2CSSC[C@@H]3N=C(O)[C@H](CO)N=C(O)[C@@H]4CSSC[C@H](N=C(O)[C@@H]5CCCN5C(=O)[C@H]([C@@H](C)CC)N=C(O)[C@H](C(C)C)N=C(O)CN=C(O)[C@H](CC(=N)O)N=C(O)[C@H](CCCNC(=N)N)N=C(O)[C@H](CC5=CC=C(O)C=C5)N=C(O)[C@H](CSSC[C@H](N=C(O)[C@@H]5CCCN5C1=O)C(O)=N[C@@H]([C@@H](C)CC)C(O)=N[C@@H](CO)C(O)=N[C@@H]([C@@H](C)O)C(O)=N[C@@H](CC(C)C)C(O)=N[C@@H](CC(C)C)C(O)=NCC(O)=N4)N=C(O)[C@H](C(C)C)N=C(O)[C@H](CCCCN)N=C(O)[C@H](CC(=N)O)N=C(O)[C@H](CCCCN)N=C3O)C(O)=NCC(O)=N[C@@H](CCC(=O)O)C(O)=N[C@@H](CO)C(O)=N2
InChI: InChI=1S/C141H224N38O40S6/c1-18-72(14)109-137(216)165-91(60-182)126(205)177-112(75(17)183)138(217)161-84(50-68(6)7)120(199)157-83(49-67(4)5)113(192)149-56-103(188)153-93-62-221-220-61-92-115(194)151-55-102(187)152-82(42-43-105(190)191)118(197)163-89(58-180)124(203)167-96-65-224-222-63-94(166-125(204)90(59-181)164-127(93)206)128(207)156-79(33-24-26-44-142)116(195)160-88(54-101(145)186)122(201)154-80(34-25-27-45-143)119(198)172-108(71(12)13)135(214)170-95(64-223-225-66-97(131(210)174-109)169-133(212)99-37-30-47-178(99)139(218)110(73(15)19-2)175-123(202)86(51-76-31-22-21-23-32-76)162-134(213)107(70(10)11)173-130(96)209)129(208)158-85(52-77-38-40-78(184)41-39-77)121(200)155-81(35-28-46-148-141(146)147)117(196)159-87(53-100(144)185)114(193)150-57-104(189)171-106(69(8)9)136(215)176-111(74(16)20-3)140(219)179-48-29-36-98(179)132(211)168-92/h21-23,31-32,38-41,67-75,79-99,106-112,180-184H,18-20,24-30,33-37,42-66,142-143H2,1-17H3,(H2,144,185)(H2,145,186)(H,149,192)(H,150,193)(H,151,194)(H,152,187)(H,153,188)(H,154,201)(H,155,200)(H,156,207)(H,157,199)(H,158,208)(H,159,196)(H,160,195)(H,161,217)(H,162,213)(H,163,197)(H,164,206)(H,165,216)(H,166,204)(H,167,203)(H,168,211)(H,169,212)(H,170,214)(H,171,189)(H,172,198)(H,173,209)(H,174,210)(H,175,202)(H,176,215)(H,177,205)(H,190,191)(H4,146,147,148)/t72-,73-,74-,75+,79-,80-,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,106-,107-,108-,109-,110-,111-,112-/m0/s1
InChIKey: QRZDNWCHQRFTOQ-OFSRULCSSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Palicourea condensata | Palicourea | Rubiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 3283.970999999992
TPSA？: 1326.28
MolLogP？: 14.473109999999965
Number of H-Donors: 44
Number of H-Acceptors: 48
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Escherichia coli | Escherichia coli | MIC | 410.0 | nM | 10.1021/np1000413 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 40.0 | nM | 10.1021/np0103362 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 40.0 | nM | 10.1021/np1000413 |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 50.0 | nM | 10.1021/np000372l |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | IC50 | 500.0 | nM | 10.1021/np1000413 |
| Klebsiella oxytoca | Klebsiella oxytoca | MIC | 8200.0 | nM | 10.1021/np1000413 |
| Kluyveromyces marxianus | Kluyveromyces marxianus | MIC | 29000.0 | nM | 10.1021/np1000413 |
| Mus musculus | R1 | IC50 | 820000.0 | nM | 10.1021/np1000413 |
| Proteus vulgaris | Proteus vulgaris | MIC | 6800.0 | nM | 10.1021/np1000413 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 25500.0 | nM | 10.1021/np1000413 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 13500.0 | nM | 10.1021/np1000413 |
| None | ADMET | HD50 | 550.0 | uM | 10.1021/np1000413 |