Basic Information
| NavDB ID | NA4311 | |
|---|---|---|
| PubChem CID | 118734547 | |
| ChEMBL ID | CHEMBL3417035 | |
| 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]-22,95-bis(4-aminobutyl)-16,60-bis(2-amino-2-oxoethyl)-86-benzyl-4-[(2S)-butan-2-yl]-36,45,69,92-tetrakis(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]-4-oxobutanoic acid | |
| Molecular Formula | C176H271N55O45S7 |
|
| Molecular Weight | 4102.0 | |
| IC50/EC50* (nM) | 2800 | |
| 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](Cc2c[nH]c4ccccc24)NC(=O)[C@H](CCCNC(=N)N)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/C176H271N55O45S7/c1-13-91(10)138-172(276)231-62-33-48-129(231)167(271)217-120(75-135(242)243)156(260)214-117(72-130(181)235)153(257)215-119(74-134(240)241)155(259)203-104(42-24-27-56-179)147(251)221-125-83-281-279-81-123(160(264)206-102(40-22-25-54-177)144(248)212-114(68-95-49-51-98(234)52-50-95)158(262)227-136(89(6)7)168(272)209-110(140(183)244)66-93-34-16-14-17-35-93)223-151(255)115(69-96-76-197-101-39-21-20-38-99(96)101)213-145(249)106(44-29-58-194-174(186)187)204-152(256)116(70-97-77-192-86-199-97)218-170(274)139(92(11)233)229-149(253)107(45-30-59-195-175(188)189)205-159(263)121(79-232)219-163(267)126-84-282-283-85-127(165(269)228-138)222-146(250)103(41-23-26-55-178)201-143(247)105(43-28-57-193-173(184)185)202-148(252)108(53-63-277-12)207-150(254)113(67-94-36-18-15-19-37-94)200-132(237)78-198-142(246)111(64-87(2)3)210-162(266)122(220-141(245)100(180)71-133(238)239)80-278-280-82-124(224-164(125)268)161(265)208-109(46-31-60-196-176(190)191)171(275)230-61-32-47-128(230)166(270)216-118(73-131(182)236)154(258)211-112(65-88(4)5)157(261)226-137(90(8)9)169(273)225-126/h14-21,34-39,49-52,76-77,86-92,100,102-129,136-139,197,232-234H,13,22-33,40-48,53-75,78-85,177-180H2,1-12H3,(H2,181,235)(H2,182,236)(H2,183,244)(H,192,199)(H,198,246)(H,200,237)(H,201,247)(H,202,252)(H,203,259)(H,204,256)(H,205,263)(H,206,264)(H,207,254)(H,208,265)(H,209,272)(H,210,266)(H,211,258)(H,212,248)(H,213,249)(H,214,260)(H,215,257)(H,216,270)(H,217,271)(H,218,274)(H,219,267)(H,220,245)(H,221,251)(H,222,250)(H,223,255)(H,224,268)(H,225,273)(H,226,261)(H,227,262)(H,228,269)(H,229,253)(H,238,239)(H,240,241)(H,242,243)(H4,184,185,193)(H4,186,187,194)(H4,188,189,195)(H4,190,191,196)/t91-,92+,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-/m0/s1 | |
| InChI Key | JKTHEHVHKZOFOB-FXKQBWBBSA-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 | 283 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 58 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | -2.52 | Computed by ADMETlab3.0 |
| logS | -3.60 | Computed by ADMETlab3.0 |
| logD | -1.61 | Computed by ADMETlab3.0 |
| pKa_acidic | 3.12 | Computed by ADMETlab3.0 |
| pKa_basic | 6.57 | Computed by ADMETlab3.0 |
| Blood-Brain Barrier (BBB) | 0.00 | Computed by ADMETlab3.0 |
| Plasma Protein Binding (PPB) | -38.58 | Computed by ADMETlab3.0 |
| T1/2 | 15.36 | Computed by ADMETlab3.0 |