Basic Information
| VGSC-DB ID | NA4039 | |
|---|---|---|
| PubChem CID | 118734433 | |
| 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-aminopropanoyl]amino]-4-oxobutanoic acid | |
| Molecular Formula | C179H276N54O46S7 |
|
| Molecular Weight | 4145.0g/mol | |
| IC50/EC50* (nM) | >4800 | |
| Target | Nav1.4 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN4A_HUMAN | |
| UniProt ID | P35499 | |
| 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](C)N)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/C179H276N54O46S7/c1-14-93(10)141-176(279)233-64-35-50-132(233)171(274)219-123(77-138(244)245)159(262)216-119(73-133(185)237)156(259)217-122(76-137(242)243)158(261)205-107(45-26-30-59-183)150(253)222-128-85-284-281-82-125(164(267)207-105(43-24-28-57-181)147(250)214-116(70-98-51-53-101(236)54-52-98)162(265)229-139(91(6)7)172(275)210-112(143(187)246)68-96-36-17-15-18-37-96)224-154(257)117(71-99-78-198-103-41-22-21-40-102(99)103)215-148(251)104(42-23-27-56-180)204-155(258)118(72-100-79-194-88-200-100)220-174(277)142(95(12)235)231-152(255)109(47-32-61-196-178(190)191)206-163(266)124(81-234)221-167(270)129-86-285-286-87-130(169(272)230-141)223-149(252)106(44-25-29-58-182)202-146(249)108(46-31-60-195-177(188)189)203-151(254)110(55-65-280-13)208-153(256)115(69-97-38-19-16-20-39-97)201-135(239)80-199-145(248)113(66-89(2)3)212-166(269)127(225-160(263)121(75-136(240)241)211-144(247)94(11)184)84-283-282-83-126(226-168(128)271)165(268)209-111(48-33-62-197-179(192)193)175(278)232-63-34-49-131(232)170(273)218-120(74-134(186)238)157(260)213-114(67-90(4)5)161(264)228-140(92(8)9)173(276)227-129/h15-22,36-41,51-54,78-79,88-95,104-132,139-142,198,234-236H,14,23-35,42-50,55-77,80-87,180-184H2,1-13H3,(H2,185,237)(H2,186,238)(H2,187,246)(H,194,200)(H,199,248)(H,201,239)(H,202,249)(H,203,254)(H,204,258)(H,205,261)(H,206,266)(H,207,267)(H,208,256)(H,209,268)(H,210,275)(H,211,247)(H,212,269)(H,213,260)(H,214,250)(H,215,251)(H,216,262)(H,217,259)(H,218,273)(H,219,274)(H,220,277)(H,221,270)(H,222,253)(H,223,252)(H,224,257)(H,225,263)(H,226,271)(H,227,276)(H,228,264)(H,229,265)(H,230,272)(H,231,255)(H,240,241)(H,242,243)(H,244,245)(H4,188,189,195)(H4,190,191,196)(H4,192,193,197)/t93-,94-,95+,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-,130-,131-,132-,139-,140-,141-,142-/m0/s1 | |
| InChI Key | ALXNGRHSAMRCND-ODAYEPHESA-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 | 286 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 59 | Computed by RDKit |
| Hydrogen Bond Donor Count | 57 | Computed by RDKit |
| Rotatable Bond Count | 74 | Computed by RDKit |
| logP | -2.37 | Computed by ADMETlab2.0 |
| logS | 0.83 | Computed by ADMETlab2.0 |
| logD | -0.89 | Computed by ADMETlab2.0 |