Basic Information
| VGSC-DB ID | NA5002 | |
|---|---|---|
| PubChem CID | 127047990 | |
| 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-45,69,92-tris(3-carbamimidamidopropyl)-13,19-bis(carboxymethyl)-42-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-39-(1H-imidazol-5-ylmethyl)-33-(1H-indol-3-ylmethyl)-4,57,80-tris(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 | C176H271N53O45S7 |
|
| Molecular Weight | 4074.0g/mol | |
| IC50/EC50* (nM) | 2500 | |
| Target | Nav1.4 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN4A_HUMAN | |
| UniProt ID | P35499 | |
| SMILES | CSCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](N)CC(=O)O)CSSC[C@@H]2NC(=O)[C@@H]3CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc4ccc(O)cc4)C(=O)N[C@H](C(=O)N[C@@H](Cc4ccccc4)C(N)=O)C(C)C)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc4cnc[nH]4)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC1=O)C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N3)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC2=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C176H271N53O45S7/c1-88(2)64-112-143(244)196-79-134(235)198-114(68-95-36-17-14-18-37-95)151(252)205-109(53-63-275-12)149(250)200-107(44-29-58-192-174(185)186)144(245)199-105(42-23-27-56-179)147(248)220-127-84-279-281-86-129-165(266)218-123(80-230)160(261)203-108(45-30-59-193-175(187)188)150(251)227-140(93(11)231)171(272)216-117(71-98-78-191-87-197-98)153(254)201-103(40-21-25-54-177)146(247)211-116(70-97-77-195-102-39-20-19-38-100(97)102)152(253)222-125(161(262)204-104(41-22-26-55-178)145(246)210-115(69-96-49-51-99(232)52-50-96)159(260)226-138(91(7)8)169(270)207-111(141(184)242)67-94-34-15-13-16-35-94)82-277-280-85-128(221-148(249)106(43-24-28-57-180)202-156(257)120(75-136(238)239)213-154(255)118(73-132(182)233)212-157(258)121(76-137(240)241)215-168(269)131-48-33-62-229(131)173(274)122(66-90(5)6)217-164(127)265)166(267)223-126(83-278-276-81-124(163(264)208-112)219-142(243)101(181)72-135(236)237)162(263)206-110(46-31-60-194-176(189)190)172(273)228-61-32-47-130(228)167(268)214-119(74-133(183)234)155(256)209-113(65-89(3)4)158(259)225-139(92(9)10)170(271)224-129/h13-20,34-39,49-52,77-78,87-93,101,103-131,138-140,195,230-232H,21-33,40-48,53-76,79-86,177-181H2,1-12H3,(H2,182,233)(H2,183,234)(H2,184,242)(H,191,197)(H,196,244)(H,198,235)(H,199,245)(H,200,250)(H,201,254)(H,202,257)(H,203,261)(H,204,262)(H,205,252)(H,206,263)(H,207,270)(H,208,264)(H,209,256)(H,210,246)(H,211,247)(H,212,258)(H,213,255)(H,214,268)(H,215,269)(H,216,272)(H,217,265)(H,218,266)(H,219,243)(H,220,248)(H,221,249)(H,222,253)(H,223,267)(H,224,271)(H,225,259)(H,226,260)(H,227,251)(H,236,237)(H,238,239)(H,240,241)(H4,185,186,192)(H4,187,188,193)(H4,189,190,194)/t93-,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+,131+,138+,139+,140+/m1/s1 | |
| InChI Key | WPFACOPBNNBQDB-ORMNPGJBSA-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 | 281 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 56 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | -2.25 | Computed by ADMETlab2.0 |
| logS | 0.92 | Computed by ADMETlab2.0 |
| logD | -0.72 | Computed by ADMETlab2.0 |