Basic Information
| VGSC-DB ID | NA4249 | |
|---|---|---|
| PubChem CID | 118734475 | |
| 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)-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-86-[(4-phenylphenyl)methyl]-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 | C182H275N53O45S7 |
|
| Molecular Weight | 4150.0g/mol | |
| IC50/EC50* (nM) | 86 | |
| Target | Nav1.7 | |
| Binding Site | unknown | |
| 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)NCC(=O)N[C@@H](Cc4ccc(-c5ccccc5)cc4)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/C182H275N53O45S7/c1-13-96(10)145-179(280)235-67-34-49-136(235)174(275)221-127(80-142(246)247)163(264)218-124(77-137(188)239)160(261)219-126(79-141(244)245)162(263)208-112(44-25-29-62-186)154(255)225-132-88-285-283-86-130(167(268)210-110(42-23-27-60-184)151(252)216-121(73-100-52-56-105(238)57-53-100)165(266)231-143(94(6)7)175(276)213-117(147(190)248)71-98-35-16-14-17-36-98)227-158(259)122(74-103-81-201-108-40-21-20-39-106(103)108)217-152(253)109(41-22-26-59-183)207-159(260)123(75-104-82-197-91-203-104)222-177(278)146(97(11)237)233-156(257)114(46-31-64-199-181(193)194)209-166(267)128(84-236)223-170(271)133-89-286-287-90-134(172(273)232-145)226-153(254)111(43-24-28-61-185)205-150(251)113(45-30-63-198-180(191)192)206-155(256)115(58-68-281-12)211-157(258)120(72-99-50-54-102(55-51-99)101-37-18-15-19-38-101)204-139(241)83-202-149(250)118(69-92(2)3)214-169(270)129(224-148(249)107(187)76-140(242)243)85-282-284-87-131(228-171(132)272)168(269)212-116(47-32-65-200-182(195)196)178(279)234-66-33-48-135(234)173(274)220-125(78-138(189)240)161(262)215-119(70-93(4)5)164(265)230-144(95(8)9)176(277)229-133/h14-21,35-40,50-57,81-82,91-97,107,109-136,143-146,201,236-238H,13,22-34,41-49,58-80,83-90,183-187H2,1-12H3,(H2,188,239)(H2,189,240)(H2,190,248)(H,197,203)(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,215,262)(H,216,252)(H,217,253)(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)(H4,191,192,198)(H4,193,194,199)(H4,195,196,200)/t96-,97+,107-,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-,136-,143-,144-,145-,146-/m0/s1 | |
| InChI Key | BBSAEKOKKBAQRH-RAEWPMIESA-N | |
| Article DOI | 10.1021/jm501765v | |
| PMID | 25658507 | |
| Authors | Murray, JK; Ligutti, J; Liu, D; Zou, A; Poppe, L; Li, H; Andrews, KL; Moyer, BD; McDonough, SI; Favreau, P; Stöcklin, R; Miranda, LP | |
| Institution | Amgen Inc | |
Calculated Properties
| Heavy Atom Count | 287 | Computed by RDKit |
|---|---|---|
| Ring Count | 12 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 56 | Computed by RDKit |
| Rotatable Bond Count | 73 | Computed by RDKit |
| logP | -0.9 | Computed by ADMETlab2.0 |
| logS | 0.71 | Computed by ADMETlab2.0 |
| logD | -0.44 | Computed by ADMETlab2.0 |