Basic Information
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
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
Calculated Properties
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