Basic Information
| VGSC-DB ID | NA3942 | |
|---|---|---|
| PubChem CID | 118708667 | |
| IUPAC Name | (2S,3S)-2-[[(2S,3S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(1R,4S,7S,13S,16R,21R,24S,27S,30S,33S,36S,39S,42R,45S,48S,51S,54S,57S,60R,65R,68S,71S,74S)-27,57-bis(4-aminobutyl)-21-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-24-(3-amino-3-oxopropyl)-54,74-bis(3-carbamimidamidopropyl)-13,51-bis(2-carboxyethyl)-45-(carboxymethyl)-39-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-30,36,68-tris(1H-indol-3-ylmethyl)-71-(2-methylpropyl)-7,33-bis(2-methylsulfanylethyl)-3,6,9,12,15,22,25,28,31,34,37,40,43,46,49,52,55,58,67,70,73,76,81-tricosaoxo-4-propan-2-yl-18,19,62,63,78,79-hexathia-2,5,8,11,14,23,26,29,32,35,38,41,44,47,50,53,56,59,66,69,72,75,82-tricosazatricyclo[40.34.4.216,60]dooctacontane-65-carbonyl]amino]hexanoyl]amino]hexanoyl]amino]-3-methylpentanoyl]amino]-3-methylpentanoic acid | |
| Molecular Formula | C157H239N43O40S8 |
|
| Molecular Weight | 3625.0g/mol | |
| IC50/EC50* (nM) | 552 | |
| Target | Nav1.7 | |
| Binding Site | VSD | |
| Organism | Human | |
| UniProt Name | SCN9A_HUMAN | |
| UniProt ID | Q15858 | |
| SMILES | CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CSSC[C@@H]2NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]3CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCSC)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](N)Cc4ccc(O)cc4)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H]([C@@H](C)O)C(=O)N3)NC2=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N1)[C@@H](C)CC)C(=O)O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C157H239N43O40S8/c1-12-81(7)125(153(237)199-126(155(239)240)82(8)13-2)198-138(222)99(39-23-27-57-161)177-130(214)96(36-20-24-54-158)179-147(231)114-74-244-246-76-116-151(235)194-115-75-245-243-73-113(191-128(212)92(162)63-84-42-44-88(203)45-43-84)146(230)183-103(46-49-119(163)204)135(219)176-97(37-21-25-55-159)132(216)186-108(64-85-68-170-93-33-17-14-30-89(85)93)141(225)184-106(53-61-242-11)137(221)187-110(66-87-70-172-95-35-19-16-32-91(87)95)144(228)200-127(83(9)202)154(238)196-118(150(234)189-111(67-123(210)211)143(227)190-112(72-201)145(229)182-104(48-51-122(208)209)136(220)178-100(40-28-58-168-156(164)165)131(215)175-98(134(218)192-116)38-22-26-56-160)78-248-247-77-117(195-152(236)124(80(5)6)197-139(223)105(52-60-241-10)174-120(205)71-173-129(213)102(181-148(115)232)47-50-121(206)207)149(233)180-101(41-29-59-169-157(166)167)133(217)185-107(62-79(3)4)140(224)188-109(142(226)193-114)65-86-69-171-94-34-18-15-31-90(86)94/h14-19,30-35,42-45,68-70,79-83,92,96-118,124-127,170-172,201-203H,12-13,20-29,36-41,46-67,71-78,158-162H2,1-11H3,(H2,163,204)(H,173,213)(H,174,205)(H,175,215)(H,176,219)(H,177,214)(H,178,220)(H,179,231)(H,180,233)(H,181,232)(H,182,229)(H,183,230)(H,184,225)(H,185,217)(H,186,216)(H,187,221)(H,188,224)(H,189,234)(H,190,227)(H,191,212)(H,192,218)(H,193,226)(H,194,235)(H,195,236)(H,196,238)(H,197,223)(H,198,222)(H,199,237)(H,200,228)(H,206,207)(H,208,209)(H,210,211)(H,239,240)(H4,164,165,168)(H4,166,167,169)/t81-,82-,83+,92-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,124-,125-,126-,127-/m0/s1 | |
| InChI Key | NEDZTWJEMKGVJE-LEWRVJLESA-N | |
| Article DOI | 10.1021/jm500687u | |
| PMID | 25026046 | |
| Authors | Park, JH; Carlin, KP; Wu, G; Ilyin, VI; Musza, LL; Blake, PR; Kyle, DJ | |
| Institution | Purdue Pharma LP | |
Calculated Properties
| Heavy Atom Count | 248 | Computed by RDKit |
|---|---|---|
| Ring Count | 10 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 51 | Computed by RDKit |
| Hydrogen Bond Donor Count | 50 | Computed by RDKit |
| Rotatable Bond Count | 69 | Computed by RDKit |
| logP | 1.11 | Computed by ADMETlab2.0 |
| logS | -0.32 | Computed by ADMETlab2.0 |
| logD | 0.15 | Computed by ADMETlab2.0 |