Basic Information
| VGSC-DB ID | NA4852 | |
|---|---|---|
| PubChem CID | 127047223 | |
| IUPAC Name | (3S)-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-(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]-3-[[(2S)-2-amino-3-(1H-indol-3-yl)propanoyl]amino]-4-oxobutanoic acid | |
| Molecular Formula | C187H281N55O46S7 |
|
| Molecular Weight | 4260.0g/mol | |
| IC50/EC50* (nM) | 200 | |
| 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](CC(=O)O)NC(=O)[C@@H](N)Cc4c[nH]c5ccccc45)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/C187H281N55O46S7/c1-13-98(10)149-184(288)242-67-36-53-140(242)179(283)228-131(81-146(253)254)167(271)225-127(77-141(193)246)164(268)226-130(80-145(251)252)166(270)214-115(48-27-31-62-191)158(262)231-136-90-293-290-87-133(172(276)216-113(46-25-29-60-189)155(259)223-124(73-102-54-56-106(245)57-55-102)170(274)238-147(96(6)7)180(284)219-120(151(195)255)71-100-37-16-14-17-38-100)233-162(266)125(75-104-83-207-111-44-23-21-42-108(104)111)224-156(260)112(45-24-28-59-188)213-163(267)126(76-105-84-202-93-209-105)229-182(286)150(99(11)244)240-160(264)117(50-33-64-204-186(198)199)215-171(275)132(86-243)230-175(279)137-91-294-295-92-138(177(281)239-149)232-157(261)114(47-26-30-61-190)211-154(258)116(49-32-63-203-185(196)197)212-159(263)118(58-68-289-12)217-161(265)123(72-101-39-18-15-19-40-101)210-143(248)85-208-153(257)121(69-94(2)3)221-174(278)135(234-168(272)129(79-144(249)250)220-152(256)109(192)74-103-82-206-110-43-22-20-41-107(103)110)89-292-291-88-134(235-176(136)280)173(277)218-119(51-34-65-205-187(200)201)183(287)241-66-35-52-139(241)178(282)227-128(78-142(194)247)165(269)222-122(70-95(4)5)169(273)237-148(97(8)9)181(285)236-137/h14-23,37-44,54-57,82-84,93-99,109,112-140,147-150,206-207,243-245H,13,24-36,45-53,58-81,85-92,188-192H2,1-12H3,(H2,193,246)(H2,194,247)(H2,195,255)(H,202,209)(H,208,257)(H,210,248)(H,211,258)(H,212,263)(H,213,267)(H,214,270)(H,215,275)(H,216,276)(H,217,265)(H,218,277)(H,219,284)(H,220,256)(H,221,278)(H,222,269)(H,223,259)(H,224,260)(H,225,271)(H,226,268)(H,227,282)(H,228,283)(H,229,286)(H,230,279)(H,231,262)(H,232,261)(H,233,266)(H,234,272)(H,235,280)(H,236,285)(H,237,273)(H,238,274)(H,239,281)(H,240,264)(H,249,250)(H,251,252)(H,253,254)(H4,196,197,203)(H4,198,199,204)(H4,200,201,205)/t98-,99+,109-,112-,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-,147-,148-,149-,150-/m0/s1 | |
| InChI Key | UHQAGDBRTFOZQJ-NYMBARTESA-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 | 295 | Computed by RDKit |
|---|---|---|
| Ring Count | 13 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 59 | Computed by RDKit |
| Hydrogen Bond Donor Count | 58 | Computed by RDKit |
| Rotatable Bond Count | 76 | Computed by RDKit |
| logP | -0.92 | Computed by ADMETlab2.0 |
| logS | 0.75 | Computed by ADMETlab2.0 |
| logD | -0.43 | Computed by ADMETlab2.0 |