Basic Information
| VGSC-DB ID | NA4920 | |
|---|---|---|
| PubChem CID | 127047485 | |
| 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,83S,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)-42-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-39-(1H-imidazol-4-ylmethyl)-33-(1H-indol-3-ylmethyl)-57,80-bis(2-methylpropyl)-89-(2-methylsulfanylethyl)-83-(naphthalen-1-ylmethyl)-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 | C187H279N53O45S7 |
|
| Molecular Weight | 4214.0g/mol | |
| IC50/EC50* (nM) | 40 | |
| Target | Nav1.7 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN9A_HUMAN | |
| UniProt ID | Q15858 | |
| 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)N[C@@H](Cc4cccc5ccccc45)C(=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](Cc2c[nH]cn2)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/C187H279N53O45S7/c1-13-99(10)149-184(285)240-70-37-56-141(240)179(280)226-132(84-146(250)251)168(269)223-129(81-142(193)244)165(266)224-131(83-145(248)249)167(268)211-116(51-27-31-65-191)157(258)230-137-91-290-288-89-135(172(273)213-114(49-25-29-63-189)154(255)219-125(76-103-57-59-108(243)60-58-103)170(271)236-147(97(6)7)180(281)216-121(151(195)252)74-101-38-16-14-17-39-101)232-163(264)127(78-106-85-206-112-47-23-22-46-110(106)112)221-155(256)113(48-24-28-62-188)210-164(265)128(79-107-86-202-94-207-107)227-182(283)150(100(11)242)238-159(260)118(53-34-67-204-186(198)199)212-171(272)133(87-241)228-175(276)138-92-291-292-93-139(177(278)237-149)231-156(257)115(50-26-30-64-190)208-153(254)117(52-33-66-203-185(196)197)209-158(259)119(61-71-286-12)214-161(262)124(75-102-40-18-15-19-41-102)220-162(263)126(77-105-44-32-43-104-42-20-21-45-109(104)105)222-160(261)122(72-95(2)3)218-174(275)134(229-152(253)111(192)80-144(246)247)88-287-289-90-136(233-176(137)277)173(274)215-120(54-35-68-205-187(200)201)183(284)239-69-36-55-140(239)178(279)225-130(82-143(194)245)166(267)217-123(73-96(4)5)169(270)235-148(98(8)9)181(282)234-138/h14-23,32,38-47,57-60,85-86,94-100,111,113-141,147-150,206,241-243H,13,24-31,33-37,48-56,61-84,87-93,188-192H2,1-12H3,(H2,193,244)(H2,194,245)(H2,195,252)(H,202,207)(H,208,254)(H,209,259)(H,210,265)(H,211,268)(H,212,272)(H,213,273)(H,214,262)(H,215,274)(H,216,281)(H,217,267)(H,218,275)(H,219,255)(H,220,263)(H,221,256)(H,222,261)(H,223,269)(H,224,266)(H,225,279)(H,226,280)(H,227,283)(H,228,276)(H,229,253)(H,230,258)(H,231,257)(H,232,264)(H,233,277)(H,234,282)(H,235,270)(H,236,271)(H,237,278)(H,238,260)(H,246,247)(H,248,249)(H,250,251)(H4,196,197,203)(H4,198,199,204)(H4,200,201,205)/t99-,100+,111-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,147-,148-,149-,150-/m0/s1 | |
| InChI Key | DMXSSTRXUNIILQ-ZXBMPVOFSA-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 | 292 | Computed by RDKit |
|---|---|---|
| Ring Count | 13 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 56 | Computed by RDKit |
| Rotatable Bond Count | 74 | Computed by RDKit |
| logP | 0.54 | Computed by ADMETlab2.0 |
| logS | 0.96 | Computed by ADMETlab2.0 |
| logD | 0.03 | Computed by ADMETlab2.0 |