Basic Information
| VGSC-DB ID | NA4876 | |
|---|---|---|
| PubChem CID | 127047331 | |
| 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)-33,86-bis(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 | C178H272N54O45S7 |
|
| Molecular Weight | 4113.0g/mol | |
| IC50/EC50* (nM) | 2300 | |
| 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](Cc4c[nH]c5ccccc45)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/C178H272N54O45S7/c1-13-92(10)141-175(277)232-62-33-48-132(232)170(272)218-123(75-138(243)244)159(261)215-120(72-133(184)236)156(258)216-122(74-137(241)242)158(260)205-108(43-24-28-57-182)150(252)222-128-84-282-280-82-126(163(265)207-106(41-22-26-55-180)147(249)213-116(67-95-49-51-99(235)52-50-95)161(263)228-139(90(6)7)171(273)210-113(143(186)245)66-94-34-15-14-16-35-94)224-154(256)118(69-97-77-198-104-39-20-18-37-101(97)104)214-148(250)105(40-21-25-54-179)204-155(257)119(70-98-78-193-87-200-98)219-173(275)142(93(11)234)230-152(254)110(45-30-59-195-177(189)190)206-162(264)124(80-233)220-166(268)129-85-283-284-86-130(168(270)229-141)223-149(251)107(42-23-27-56-181)202-146(248)109(44-29-58-194-176(187)188)203-151(253)111(53-63-278-12)208-153(255)117(68-96-76-197-103-38-19-17-36-100(96)103)201-135(238)79-199-145(247)114(64-88(2)3)211-165(267)125(221-144(246)102(183)71-136(239)240)81-279-281-83-127(225-167(128)269)164(266)209-112(46-31-60-196-178(191)192)174(276)231-61-32-47-131(231)169(271)217-121(73-134(185)237)157(259)212-115(65-89(4)5)160(262)227-140(91(8)9)172(274)226-129/h14-20,34-39,49-52,76-78,87-93,102,105-132,139-142,197-198,233-235H,13,21-33,40-48,53-75,79-86,179-183H2,1-12H3,(H2,184,236)(H2,185,237)(H2,186,245)(H,193,200)(H,199,247)(H,201,238)(H,202,248)(H,203,253)(H,204,257)(H,205,260)(H,206,264)(H,207,265)(H,208,255)(H,209,266)(H,210,273)(H,211,267)(H,212,259)(H,213,249)(H,214,250)(H,215,261)(H,216,258)(H,217,271)(H,218,272)(H,219,275)(H,220,268)(H,221,246)(H,222,252)(H,223,251)(H,224,256)(H,225,269)(H,226,274)(H,227,262)(H,228,263)(H,229,270)(H,230,254)(H,239,240)(H,241,242)(H,243,244)(H4,187,188,194)(H4,189,190,195)(H4,191,192,196)/t92-,93+,102-,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 | LDUPZJFPXBGGTI-KGHPBPKFSA-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 | 284 | Computed by RDKit |
|---|---|---|
| Ring Count | 12 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 57 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | -2.17 | Computed by ADMETlab2.0 |
| logS | 0.6 | Computed by ADMETlab2.0 |
| logD | -0.83 | Computed by ADMETlab2.0 |