DROSOCIN
AlkaPlorer ID: AK470743
Synonym: None
IUPAC Name: (2S)-2-[[(2S)-2-[[(2S,3S)-2-[[[(2S)-1-[(2S)-2-[[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S,3R)-2-[[[(2S)-1-[(2S)-2-[[[(2S)-1-[(2S)-2-[[(2S)-2-[[[(2S)-1-[(2S)-2-[[[(2S)-1-[(2S)-6-amino-2-[(2-amino-1-hydroxyethylidene)amino]hexanoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino]-3-hydroxypropanoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1,3-dihydroxybutylidene]amino]-1,3-dihydroxypropylidene]amino]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]-hydroxymethylidene]amino]-1-hydroxy-3-methylpentylidene]amino]-5-carbamimidamido-1-hydroxypentylidene]amino]-3-methylbutanoic acid
Structure
SMILES: CC[C@H](C)[C@H](N=C(O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N=C(O)[C@@H]1CCCN1C(=O)[C@H](CC1=CN=CN1)N=C(O)[C@H](CO)N=C(O)[C@@H](N=C(O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N=C(O)[C@@H]1CCCN1C(=O)[C@H](CO)N=C(O)[C@H](CC1=CC=C(O)C=C1)N=C(O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N=C(O)[C@@H]1CCCN1C(=O)[C@H](CCCCN)N=C(O)CN)[C@@H](C)O)C(O)=N[C@@H](CCCNC(=N)N)C(O)=N[C@H](C(=O)O)C(C)C
InChI: InChI=1S/C98H160N34O24/c1-6-53(4)75(86(147)116-58(20-9-35-110-95(101)102)77(138)124-74(52(2)3)94(155)156)125-84(145)71-28-17-41-129(71)90(151)61(22-11-37-112-97(105)106)118-81(142)68-25-15-43-131(68)92(153)64(46-56-48-109-51-114-56)121-79(140)65(49-133)122-87(148)76(54(5)135)126-85(146)72-29-18-42-130(72)91(152)62(23-12-38-113-98(107)108)119-82(143)69-26-16-44-132(69)93(154)66(50-134)123-78(139)63(45-55-30-32-57(136)33-31-55)120-83(144)70-27-14-40-128(70)89(150)60(21-10-36-111-96(103)104)117-80(141)67-24-13-39-127(67)88(149)59(19-7-8-34-99)115-73(137)47-100/h30-33,48,51-54,58-72,74-76,133-136H,6-29,34-47,49-50,99-100H2,1-5H3,(H,109,114)(H,115,137)(H,116,147)(H,117,141)(H,118,142)(H,119,143)(H,120,144)(H,121,140)(H,122,148)(H,123,139)(H,124,138)(H,125,145)(H,126,146)(H,155,156)(H4,101,102,110)(H4,103,104,111)(H4,105,106,112)(H4,107,108,113)/t53-,54+,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,74-,75-,76-/m0/s1
InChIKey: NRRWQFGMQBIGRJ-AXGRSTHOSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Drosophila melanogaster | Drosophila | Drosophilidae | Diptera | Insecta | Arthropoda | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 2198.572
TPSA？: 959.4800000000004
MolLogP？: 0.0405800000000127
Number of H-Donors: 32
Number of H-Acceptors: 30
RingCount: 8
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Acinetobacter baumannii | Acinetobacter baumannii | MIC | 128000.0 | nM | 10.1021/jm020861d |
| Escherichia coli | Escherichia coli | MIC | 400.0 | nM | 10.1016/j.ejmech.2015.01.032 |
| Escherichia coli | Escherichia coli | MIC | 500.0 | nM | 10.1016/j.ejmech.2015.01.032 |
| Escherichia coli | Escherichia coli | MIC | 700.0 | nM | 10.1016/j.ejmech.2015.01.032 |
| Escherichia coli | Escherichia coli | MIC | 2000.0 | nM | 10.1021/jm020861d |
| Escherichia coli | Escherichia coli | MIC | 4000.0 | nM | 10.1021/jm020861d |
| Escherichia coli | Escherichia coli | MIC | 6300.0 | nM | 10.1016/j.bmcl.2005.03.074 |
| Escherichia coli | Escherichia coli | MIC | 8000.0 | nM | 10.1021/jm020861d |
| Escherichia coli | Escherichia coli | MIC | 64000.0 | nM | 10.1021/jm020861d |
| Escherichia coli | Escherichia coli | MIC | 128000.0 | nM | 10.1021/jm020861d |
| Homo sapiens | Cell line | Intact | 3.0 | % | 10.1016/j.bmcl.2005.03.074 |
| Homo sapiens | CEM-SS | TC50 | 45.5 | uM | 10.1128/aac.01448-09 |
| Homo sapiens | HeLa | Activity | nan | None | 10.1021/jm100378b |
| Homo sapiens | SH-SY5Y | Activity | nan | None | 10.1021/jm100378b |
| Human immunodeficiency virus 1 | Human immunodeficiency virus 1 | EC50 | 45500.0 | nM | 10.1128/aac.01448-09 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 64000.0 | nM | 10.1021/jm020861d |
| Klebsiella pneumoniae | Klebsiella pneumoniae | MIC | 128000.0 | nM | 10.1021/jm020861d |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 128000.0 | nM | 10.1021/jm020861d |
| Salmonella enterica subsp. enterica serovar Enteritidis | Salmonella enteritidis | MIC | 8000.0 | nM | 10.1021/jm020861d |
| Salmonella enterica subsp. enterica serovar Enteritidis | Salmonella enteritidis | MIC | 16000.0 | nM | 10.1021/jm020861d |
| Salmonella enterica subsp. enterica serovar Typhi | Salmonella typhi | MIC | 3000.0 | nM | 10.1016/j.ejmech.2015.01.032 |
| Salmonella enterica subsp. enterica serovar Typhimurium | Salmonella typhimurium | MIC | 2000.0 | nM | 10.1016/j.ejmech.2015.01.032 |
| Salmonella enterica subsp. enterica serovar Typhimurium | Salmonella typhimurium | MIC | 32000.0 | nM | 10.1021/jm020861d |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 64000.0 | nM | 10.1021/jm020861d |
| Staphylococcus epidermidis | Staphylococcus epidermidis | MIC | 64000.0 | nM | 10.1021/jm020861d |