Basic Information
| VGSC-DB ID | NA4175 | |
|---|---|---|
| PubChem CID | 118734456 | |
| 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-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-methyl-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]-4-oxobutanoic acid | |
| Molecular Formula | C168H266N52O45S7 |
|
| Molecular Weight | 3959.0g/mol | |
| IC50/EC50* (nM) | >4500 | |
| 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](N)CC(=O)O)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](C)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/C168H266N52O45S7/c1-14-87(10)131-165(265)220-60-33-46-122(220)160(260)206-113(72-128(231)232)149(249)203-110(69-123(174)224)146(246)204-112(71-127(229)230)148(248)194-99(41-24-28-55-172)141(241)211-118-79-270-267-76-115(153(253)196-97(39-22-26-53-170)139(239)202-108(66-92-47-49-94(223)50-48-92)151(251)216-129(85(6)7)161(261)199-104(133(176)233)64-90-34-17-15-18-35-90)209-134(234)88(11)189-137(237)96(38-21-25-52-169)193-145(245)109(67-93-73-183-82-188-93)207-163(263)132(89(12)222)218-143(243)101(43-30-57-185-167(179)180)195-152(252)114(75-221)208-156(256)119-80-271-272-81-120(158(258)217-131)212-140(240)98(40-23-27-54-171)191-138(238)100(42-29-56-184-166(177)178)192-142(242)102(51-61-266-13)197-144(244)107(65-91-36-19-16-20-37-91)190-125(226)74-187-136(236)105(62-83(2)3)200-155(255)116(210-135(235)95(173)68-126(227)228)77-268-269-78-117(213-157(118)257)154(254)198-103(44-31-58-186-168(181)182)164(264)219-59-32-45-121(219)159(259)205-111(70-124(175)225)147(247)201-106(63-84(4)5)150(250)215-130(86(8)9)162(262)214-119/h15-20,34-37,47-50,73,82-89,95-122,129-132,221-223H,14,21-33,38-46,51-72,74-81,169-173H2,1-13H3,(H2,174,224)(H2,175,225)(H2,176,233)(H,183,188)(H,187,236)(H,189,237)(H,190,226)(H,191,238)(H,192,242)(H,193,245)(H,194,248)(H,195,252)(H,196,253)(H,197,244)(H,198,254)(H,199,261)(H,200,255)(H,201,247)(H,202,239)(H,203,249)(H,204,246)(H,205,259)(H,206,260)(H,207,263)(H,208,256)(H,209,234)(H,210,235)(H,211,241)(H,212,240)(H,213,257)(H,214,262)(H,215,250)(H,216,251)(H,217,258)(H,218,243)(H,227,228)(H,229,230)(H,231,232)(H4,177,178,184)(H4,179,180,185)(H4,181,182,186)/t87-,88-,89+,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,129-,130-,131-,132-/m0/s1 | |
| InChI Key | CVDOMYFVLXCGDC-FYGGTUQOSA-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 | 272 | Computed by RDKit |
|---|---|---|
| Ring Count | 9 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 55 | Computed by RDKit |
| Rotatable Bond Count | 70 | Computed by RDKit |
| logP | -3.81 | Computed by ADMETlab2.0 |
| logS | 0.89 | Computed by ADMETlab2.0 |
| logD | -1.21 | Computed by ADMETlab2.0 |