Basic Information
| VGSC-DB ID | NA4892 | |
|---|---|---|
| PubChem CID | 127047469 | |
| 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-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-4,54-di(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 | C175H269N53O45S7 |
|
| Molecular Weight | 4060.0g/mol | |
| IC50/EC50* (nM) | >5000 | |
| Target | Nav1.5 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN5A_HUMAN | |
| UniProt ID | Q14524 | |
| SMILES | CSCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](N)CC(=O)O)CSSC[C@@H]2NC(=O)[C@@H]3CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc4ccc(O)cc4)C(=O)N[C@H](C(=O)N[C@@H](Cc4ccccc4)C(N)=O)C(C)C)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc4cnc[nH]4)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC1=O)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N3)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC2=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C175H269N53O45S7/c1-87(2)64-111-142(243)195-78-132(234)197-113(67-94-36-17-14-18-37-94)150(251)204-108(53-63-274-12)148(249)199-106(44-29-58-191-173(184)185)143(244)198-104(42-23-27-56-178)146(247)219-127-85-280-279-84-126-163(264)216-121(79-229)159(260)202-107(45-30-59-192-174(186)187)149(250)226-139(92(11)230)170(271)215-116(70-97-77-190-86-196-97)152(253)200-102(40-21-25-54-176)145(246)210-115(69-96-76-194-101-39-20-19-38-99(96)101)151(252)220-123(160(261)203-103(41-22-26-55-177)144(245)209-114(68-95-49-51-98(231)52-50-95)158(259)224-136(89(5)6)168(269)206-110(140(183)241)66-93-34-15-13-16-35-93)81-276-278-83-125(218-147(248)105(43-24-28-57-179)201-155(256)119(74-134(237)238)212-153(254)117(72-130(181)232)211-156(257)120(75-135(239)240)214-167(268)129-48-33-62-228(129)172(273)138(91(9)10)225-165(127)266)164(265)221-124(82-277-275-80-122(162(263)207-111)217-141(242)100(180)71-133(235)236)161(262)205-109(46-31-60-193-175(188)189)171(272)227-61-32-47-128(227)166(267)213-118(73-131(182)233)154(255)208-112(65-88(3)4)157(258)223-137(90(7)8)169(270)222-126/h13-20,34-39,49-52,76-77,86-92,100,102-129,136-139,194,229-231H,21-33,40-48,53-75,78-85,176-180H2,1-12H3,(H2,181,232)(H2,182,233)(H2,183,241)(H,190,196)(H,195,243)(H,197,234)(H,198,244)(H,199,249)(H,200,253)(H,201,256)(H,202,260)(H,203,261)(H,204,251)(H,205,262)(H,206,269)(H,207,263)(H,208,255)(H,209,245)(H,210,246)(H,211,257)(H,212,254)(H,213,267)(H,214,268)(H,215,271)(H,216,264)(H,217,242)(H,218,248)(H,219,247)(H,220,252)(H,221,265)(H,222,270)(H,223,258)(H,224,259)(H,225,266)(H,226,250)(H,235,236)(H,237,238)(H,239,240)(H4,184,185,191)(H4,186,187,192)(H4,188,189,193)/t92-,100+,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+,129+,136+,137+,138+,139+/m1/s1 | |
| InChI Key | QMYZADXTQMQXQG-WQEBPMPLSA-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 | 280 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 56 | Computed by RDKit |
| Rotatable Bond Count | 71 | Computed by RDKit |
| logP | -2.93 | Computed by ADMETlab2.0 |
| logS | 0.74 | Computed by ADMETlab2.0 |
| logD | -1.05 | Computed by ADMETlab2.0 |