Basic Information
| VGSC-DB ID | NA4166 | |
|---|---|---|
| PubChem CID | 118734453 | |
| IUPAC Name | (3S)-3-amino-4-[[(1R,4S,10S,13S,16S,19S,22S,25R,30R,33S,36S,39S,42S,45S,48S,51R,54S,57S,60S,63S,69S,72R,77R,80S,86S,89S,92S,95S)-30-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-1-oxohexan-2-yl]carbamoyl]-22,36,95-tris(4-aminobutyl)-16,60-bis(2-amino-2-oxoethyl)-86-benzyl-4-[(2S)-butan-2-yl]-45,69,92-tris(3-carbamimidamidopropyl)-13,19-bis(carboxymethyl)-48-(hydroxymethyl)-39-(1H-imidazol-5-ylmethyl)-33-(1H-indol-3-ylmethyl)-42-methyl-57,80-bis(2-methylpropyl)-89-(2-methylsulfanylethyl)-2,3a,5,11,14,17,20,23,32,35,38,41,44,47,50,53,56,59,62,68,71,78,81,84,87,90,93,96-octacosaoxo-54-propan-2-yl-a,27,28,74,75,99-hexathia-2a,3,6,12,15,18,21,24,31,34,37,40,43,46,49,52,55,58,61,67,70,79,82,85,88,91,94,97-octacosazapentacyclo[49.46.4.225,72.06,10.063,67]trihectan-77-yl]amino]-4-oxobutanoic acid | |
| Molecular Formula | C175H269N53O44S7 |
|
| Molecular Weight | 4044.0g/mol | |
| IC50/EC50* (nM) | 3200 | |
| Target | Nav1.4 | |
| Binding Site | unknown | |
| Organism | Human | |
| UniProt Name | SCN4A_HUMAN | |
| UniProt ID | P35499 | |
| SMILES | CC[C@H](C)[C@@H]1NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]4CCCN4C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](N)CC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](Cc4ccccc4)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N2)NC(=O)[C@H](CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@H](C(=O)N[C@@H](Cc2ccccc2)C(N)=O)C(C)C)NC(=O)[C@H](Cc2c[nH]c4ccccc24)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2cnc[nH]2)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC3=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]2CCCN2C1=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C175H269N53O44S7/c1-13-92(10)139-172(272)228-63-34-49-130(228)168(268)216-121(76-136(238)239)157(257)213-118(73-131(181)231)154(254)214-120(75-135(236)237)156(256)202-106(44-25-29-58-179)149(249)219-126-84-277-275-82-124(161(261)204-104(42-23-27-56-177)146(246)211-115(69-96-50-52-99(230)53-51-96)159(259)225-137(90(6)7)169(269)207-111(140(183)240)67-94-35-16-14-17-36-94)221-152(252)116(70-97-77-194-102-40-21-20-39-100(97)102)212-147(247)103(41-22-26-55-176)201-153(253)117(71-98-78-190-87-196-98)208-141(241)93(11)197-144(244)107(45-30-59-191-173(184)185)203-160(260)122(80-229)217-164(264)127-85-278-279-86-128(166(266)226-139)220-148(248)105(43-24-28-57-178)199-145(245)108(46-31-60-192-174(186)187)200-150(250)109(54-64-273-12)205-151(251)114(68-95-37-18-15-19-38-95)198-133(233)79-195-143(243)112(65-88(2)3)209-163(263)123(218-142(242)101(180)72-134(234)235)81-274-276-83-125(222-165(126)265)162(262)206-110(47-32-61-193-175(188)189)171(271)227-62-33-48-129(227)167(267)215-119(74-132(182)232)155(255)210-113(66-89(4)5)158(258)224-138(91(8)9)170(270)223-127/h14-21,35-40,50-53,77-78,87-93,101,103-130,137-139,194,229-230H,13,22-34,41-49,54-76,79-86,176-180H2,1-12H3,(H2,181,231)(H2,182,232)(H2,183,240)(H,190,196)(H,195,243)(H,197,244)(H,198,233)(H,199,245)(H,200,250)(H,201,253)(H,202,256)(H,203,260)(H,204,261)(H,205,251)(H,206,262)(H,207,269)(H,208,241)(H,209,263)(H,210,255)(H,211,246)(H,212,247)(H,213,257)(H,214,254)(H,215,267)(H,216,268)(H,217,264)(H,218,242)(H,219,249)(H,220,248)(H,221,252)(H,222,265)(H,223,270)(H,224,258)(H,225,259)(H,226,266)(H,234,235)(H,236,237)(H,238,239)(H4,184,185,191)(H4,186,187,192)(H4,188,189,193)/t92-,93-,101-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,137-,138-,139-/m0/s1 | |
| InChI Key | UZMXZHDZRZXUHB-FCHOXOAJSA-N | |
| Article DOI | 10.1021/jm501765v | |
| PMID | 25658507 | |
| Authors | Murray, JK; Ligutti, J; Liu, D; Zou, A; Poppe, L; Li, H; Andrews, KL; Moyer, BD; McDonough, SI; Favreau, P; Stöcklin, R; Miranda, LP | |
| Institution | Amgen Inc | |
Calculated Properties
| Heavy Atom Count | 279 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 57 | Computed by RDKit |
| Hydrogen Bond Donor Count | 55 | Computed by RDKit |
| Rotatable Bond Count | 71 | Computed by RDKit |
| logP | -2.14 | Computed by ADMETlab2.0 |
| logS | 0.71 | Computed by ADMETlab2.0 |
| logD | -0.68 | Computed by ADMETlab2.0 |