Basic Information
| VGSC-DB ID | NA4686 | |
|---|---|---|
| PubChem CID | 127046424 | |
| 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]-45,69,80,92-tetrakis(3-carbamimidamidopropyl)-13,19-bis(carboxymethyl)-42-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-39-(1H-imidazol-5-ylmethyl)-33-(1H-indol-3-ylmethyl)-57-(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 | C176H272N56O45S7 |
|
| Molecular Weight | 4117.0g/mol | |
| IC50/EC50* (nM) | 900 | |
| Target | Nav1.4 | |
| Binding Site | VSDII | |
| 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](CCCNC(=N)N)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@@H](C)O)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/C176H272N56O45S7/c1-11-91(8)138-172(277)232-64-33-49-129(232)167(272)218-120(76-135(243)244)156(261)215-117(73-130(182)236)153(258)216-119(75-134(241)242)155(260)206-106(43-23-27-58-180)147(252)222-125-84-282-280-82-123(161(266)208-104(41-21-25-56-178)144(249)213-114(69-95-50-52-98(235)53-51-95)158(263)228-136(89(4)5)168(273)211-111(140(184)245)67-93-34-14-12-15-35-93)224-151(256)115(70-96-77-198-101-39-19-18-38-99(96)101)214-145(250)103(40-20-24-55-177)205-152(257)116(71-97-78-193-87-200-97)219-170(275)139(92(9)234)230-149(254)108(46-30-61-196-175(189)190)207-159(264)121(80-233)220-163(268)126-85-283-284-86-127(165(270)229-138)223-146(251)105(42-22-26-57-179)203-143(248)107(45-29-60-195-174(187)188)204-148(253)109(54-65-278-10)209-150(255)113(68-94-36-16-13-17-37-94)201-132(238)79-199-142(247)102(44-28-59-194-173(185)186)202-160(265)122(221-141(246)100(181)72-133(239)240)81-279-281-83-124(225-164(125)269)162(267)210-110(47-31-62-197-176(191)192)171(276)231-63-32-48-128(231)166(271)217-118(74-131(183)237)154(259)212-112(66-88(2)3)157(262)227-137(90(6)7)169(274)226-126/h12-19,34-39,50-53,77-78,87-92,100,102-129,136-139,198,233-235H,11,20-33,40-49,54-76,79-86,177-181H2,1-10H3,(H2,182,236)(H2,183,237)(H2,184,245)(H,193,200)(H,199,247)(H,201,238)(H,202,265)(H,203,248)(H,204,253)(H,205,257)(H,206,260)(H,207,264)(H,208,266)(H,209,255)(H,210,267)(H,211,273)(H,212,259)(H,213,249)(H,214,250)(H,215,261)(H,216,258)(H,217,271)(H,218,272)(H,219,275)(H,220,268)(H,221,246)(H,222,252)(H,223,251)(H,224,256)(H,225,269)(H,226,274)(H,227,262)(H,228,263)(H,229,270)(H,230,254)(H,239,240)(H,241,242)(H,243,244)(H4,185,186,194)(H4,187,188,195)(H4,189,190,196)(H4,191,192,197)/t91-,92+,100-,102-,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-,136-,137-,138-,139-/m0/s1 | |
| InChI Key | YFRDMCXBZDPRIB-FXKQBWBBSA-N | |
| Article DOI | 10.1021/acs.jmedchem.5b01947 | |
| PMID | 26890998 | |
| Authors | Murray, JK; Long, J; Zou, A; Ligutti, J; Andrews, KL; Poppe, L; Biswas, K; Moyer, BD; McDonough, SI; Miranda, LP | |
| Institution | Amgen Inc | |
Calculated Properties
| Heavy Atom Count | 284 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 59 | Computed by RDKit |
| Hydrogen Bond Donor Count | 59 | Computed by RDKit |
| Rotatable Bond Count | 74 | Computed by RDKit |
| logP | -4.92 | Computed by ADMETlab2.0 |
| logS | 0.57 | Computed by ADMETlab2.0 |
| logD | -1.69 | Computed by ADMETlab2.0 |