VGSC-DB ID | NA4231 | |
---|---|---|
PubChem CID | 118734469 | |
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)-85-methyl-57,80,86-tris(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 | C174H275N53O45S7 |
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Molecular Weight | 4054.0g/mol | |
IC50/EC50* (nM) | 25 | |
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)[C@@H](CC(C)C)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/C174H275N53O45S7/c1-16-91(12)137-171(272)227-61-34-47-127(227)165(266)212-118(74-134(238)239)154(255)209-115(71-129(180)231)151(252)210-117(73-133(236)237)153(254)199-104(42-25-29-56-178)146(247)216-123-82-277-275-80-121(158(259)201-102(40-23-27-54-176)143(244)207-112(67-94-48-50-97(230)51-49-94)156(257)222-135(89(8)9)167(268)204-109(139(182)240)66-93-35-18-17-19-36-93)218-149(250)113(68-95-75-193-100-38-21-20-37-98(95)100)208-144(245)101(39-22-26-53-175)198-150(251)114(69-96-76-189-85-195-96)213-169(270)138(92(13)229)224-148(249)106(44-31-58-191-173(185)186)200-157(258)119(78-228)214-161(262)124-83-278-279-84-125(163(264)223-137)217-145(246)103(41-24-28-55-177)196-142(243)105(43-30-57-190-172(183)184)197-147(248)107(52-62-273-15)202-166(267)128(65-88(6)7)225(14)131(233)77-194-141(242)110(63-86(2)3)205-160(261)120(215-140(241)99(179)70-132(234)235)79-274-276-81-122(219-162(123)263)159(260)203-108(45-32-59-192-174(187)188)170(271)226-60-33-46-126(226)164(265)211-116(72-130(181)232)152(253)206-111(64-87(4)5)155(256)221-136(90(10)11)168(269)220-124/h17-21,35-38,48-51,75-76,85-92,99,101-128,135-138,193,228-230H,16,22-34,39-47,52-74,77-84,175-179H2,1-15H3,(H2,180,231)(H2,181,232)(H2,182,240)(H,189,195)(H,194,242)(H,196,243)(H,197,248)(H,198,251)(H,199,254)(H,200,258)(H,201,259)(H,202,267)(H,203,260)(H,204,268)(H,205,261)(H,206,253)(H,207,244)(H,208,245)(H,209,255)(H,210,252)(H,211,265)(H,212,266)(H,213,270)(H,214,262)(H,215,241)(H,216,247)(H,217,246)(H,218,250)(H,219,263)(H,220,269)(H,221,256)(H,222,257)(H,223,264)(H,224,249)(H,234,235)(H,236,237)(H,238,239)(H4,183,184,190)(H4,185,186,191)(H4,187,188,192)/t91-,92+,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-,135-,136-,137-,138-/m0/s1 | |
InChI Key | NUWOYXJZRNUOAG-XJSQHKOTSA-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 |
Heavy Atom Count | 279 | Computed by RDKit |
---|---|---|
Ring Count | 10 | Computed by RDKit |
Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
Hydrogen Bond Donor Count | 55 | Computed by RDKit |
Rotatable Bond Count | 72 | Computed by RDKit |
logP | -2.11 | Computed by ADMETlab2.0 |
logS | 0.82 | Computed by ADMETlab2.0 |
logD | -0.6 | Computed by ADMETlab2.0 |