Basic Information
| VGSC-DB ID | NA4706 | |
|---|---|---|
| PubChem CID | 127046436 | |
| 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]-45,69,92-tris(3-carbamimidamidopropyl)-13,19-bis(carboxymethyl)-42-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-39-(1H-imidazol-5-ylmethyl)-33,57-bis(1H-indol-3-ylmethyl)-80-(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 | C181H270N54O45S7 |
|
| Molecular Weight | 4147.0g/mol | |
| IC50/EC50* (nM) | 110 | |
| 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](Cc4c[nH]c5ccccc45)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)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/C181H270N54O45S7/c1-11-94(8)144-178(280)235-65-34-51-135(235)173(275)221-126(78-141(246)247)162(264)218-123(75-136(187)239)159(261)219-125(77-140(244)245)161(263)208-111(46-25-29-60-185)153(255)225-131-87-285-283-85-129(166(268)210-109(44-23-27-58-183)150(252)215-119(70-98-52-54-102(238)55-53-98)163(265)230-142(92(4)5)174(276)213-116(146(189)248)68-96-35-14-12-15-36-96)227-157(259)120(71-99-79-200-106-41-20-18-39-103(99)106)216-151(253)108(43-22-26-57-182)207-158(260)122(73-101-81-196-90-203-101)222-176(278)145(95(9)237)233-155(257)113(48-31-62-198-180(192)193)209-165(267)127(83-236)223-169(271)132-88-286-287-89-133(171(273)232-144)226-152(254)110(45-24-28-59-184)205-149(251)112(47-30-61-197-179(190)191)206-154(256)114(56-66-281-10)211-156(258)118(69-97-37-16-13-17-38-97)204-138(241)82-202-148(250)117(67-91(2)3)214-168(270)128(224-147(249)105(186)74-139(242)243)84-282-284-86-130(228-170(131)272)167(269)212-115(49-32-63-199-181(194)195)177(279)234-64-33-50-134(234)172(274)220-124(76-137(188)240)160(262)217-121(164(266)231-143(93(6)7)175(277)229-132)72-100-80-201-107-42-21-19-40-104(100)107/h12-21,35-42,52-55,79-81,90-95,105,108-135,142-145,200-201,236-238H,11,22-34,43-51,56-78,82-89,182-186H2,1-10H3,(H2,187,239)(H2,188,240)(H2,189,248)(H,196,203)(H,202,250)(H,204,241)(H,205,251)(H,206,256)(H,207,260)(H,208,263)(H,209,267)(H,210,268)(H,211,258)(H,212,269)(H,213,276)(H,214,270)(H,215,252)(H,216,253)(H,217,262)(H,218,264)(H,219,261)(H,220,274)(H,221,275)(H,222,278)(H,223,271)(H,224,249)(H,225,255)(H,226,254)(H,227,259)(H,228,272)(H,229,277)(H,230,265)(H,231,266)(H,232,273)(H,233,257)(H,242,243)(H,244,245)(H,246,247)(H4,190,191,197)(H4,192,193,198)(H4,194,195,199)/t94-,95+,105-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,142-,143-,144-,145-/m0/s1 | |
| InChI Key | SFUHIGGVSPLRIQ-ZOJDNTKOSA-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 | 287 | Computed by RDKit |
|---|---|---|
| Ring Count | 13 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 57 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | -2.39 | Computed by ADMETlab2.0 |
| logS | 0.49 | Computed by ADMETlab2.0 |
| logD | -1.01 | Computed by ADMETlab2.0 |