Basic Information
| VGSC-DB ID | NA4869 | |
|---|---|---|
| PubChem CID | 127047323 | |
| 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)-4-(2-carboxyethyl)-13,19-bis(carboxymethyl)-42-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-39-(1H-imidazol-5-ylmethyl)-33-(1H-indol-3-ylmethyl)-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 | C175H267N53O47S7 |
|
| Molecular Weight | 4090.0g/mol | |
| IC50/EC50* (nM) | 90 | |
| Target | Nav1.7 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN9A_HUMAN | |
| UniProt ID | Q15858 | |
| 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](CCC(=O)O)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/C175H267N53O47S7/c1-87(2)64-111-142(245)195-78-132(234)197-113(67-93-34-15-12-16-35-93)150(253)204-107(53-63-276-10)148(251)199-105(42-27-58-191-173(184)185)143(246)198-103(40-21-25-56-178)146(249)219-124-82-279-282-85-127-164(267)217-121(79-229)159(262)202-106(43-28-59-192-174(186)187)149(252)226-139(91(9)230)170(273)216-116(70-96-77-190-86-196-96)152(255)200-101(38-19-23-54-176)145(248)211-115(69-95-76-194-100-37-18-17-36-98(95)100)151(254)221-123(160(263)203-102(39-20-24-55-177)144(247)210-114(68-94-47-49-97(231)50-48-94)158(261)225-137(89(5)6)168(271)207-110(140(183)243)66-92-32-13-11-14-33-92)81-278-281-84-126(220-147(250)104(41-22-26-57-179)201-155(258)119(74-135(239)240)213-153(256)117(72-130(181)232)212-156(259)120(75-136(241)242)215-167(270)129-46-31-62-228(129)172(275)109(206-162(124)265)51-52-133(235)236)165(268)222-125(83-280-277-80-122(163(266)208-111)218-141(244)99(180)71-134(237)238)161(264)205-108(44-29-60-193-175(188)189)171(274)227-61-30-45-128(227)166(269)214-118(73-131(182)233)154(257)209-112(65-88(3)4)157(260)224-138(90(7)8)169(272)223-127/h11-18,32-37,47-50,76-77,86-91,99,101-129,137-139,194,229-231H,19-31,38-46,51-75,78-85,176-180H2,1-10H3,(H2,181,232)(H2,182,233)(H2,183,243)(H,190,196)(H,195,245)(H,197,234)(H,198,246)(H,199,251)(H,200,255)(H,201,258)(H,202,262)(H,203,263)(H,204,253)(H,205,264)(H,206,265)(H,207,271)(H,208,266)(H,209,257)(H,210,247)(H,211,248)(H,212,259)(H,213,256)(H,214,269)(H,215,270)(H,216,273)(H,217,267)(H,218,244)(H,219,249)(H,220,250)(H,221,254)(H,222,268)(H,223,272)(H,224,260)(H,225,261)(H,226,252)(H,235,236)(H,237,238)(H,239,240)(H,241,242)(H4,184,185,191)(H4,186,187,192)(H4,188,189,193)/t91-,99+,101+,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+,137+,138+,139+/m1/s1 | |
| InChI Key | WNNMUDVPSLVEAV-MIVUJJEESA-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 | 282 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 59 | Computed by RDKit |
| Hydrogen Bond Donor Count | 57 | Computed by RDKit |
| Rotatable Bond Count | 73 | Computed by RDKit |
| logP | -4.62 | Computed by ADMETlab2.0 |
| logS | 1.13 | Computed by ADMETlab2.0 |
| logD | -1.68 | Computed by ADMETlab2.0 |