Basic Information
| VGSC-DB ID | NA4978 | |
|---|---|---|
| PubChem CID | 127047758 | |
| IUPAC Name | 2-[(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)-77-amino-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)-19-(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-13-yl]acetic acid | |
| Molecular Formula | C172H266N52O42S7 |
|
| Molecular Weight | 3959.0g/mol | |
| IC50/EC50* (nM) | >5000 | |
| Target | Nav1.5 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN5A_HUMAN | |
| UniProt ID | Q14524 | |
| 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](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/C172H266N52O42S7/c1-13-91(10)136-169(266)224-63-34-49-128(224)164(261)211-120(75-133(233)234)154(251)208-117(72-129(178)228)151(248)209-119(74-132(231)232)153(250)198-105(44-25-29-58-176)145(242)214-124-83-271-270-82-122(158(255)200-103(42-23-27-56-174)142(239)206-114(69-95-50-52-98(227)53-51-95)156(253)220-134(89(6)7)165(262)203-110(138(180)235)67-93-35-16-14-17-36-93)216-149(246)115(70-96-76-191-101-40-21-20-39-99(96)101)207-143(240)102(41-22-26-55-173)197-150(247)116(71-97-77-187-86-193-97)212-167(264)137(92(11)226)222-147(244)107(46-31-60-189-171(183)184)199-157(254)121(79-225)213-160(257)125-84-272-273-85-126(162(259)221-136)215-144(241)104(43-24-28-57-175)195-141(238)106(45-30-59-188-170(181)182)196-146(243)108(54-64-267-12)201-148(245)113(68-94-37-18-15-19-38-94)194-131(230)78-192-140(237)111(65-87(2)3)204-139(236)100(177)80-268-269-81-123(217-161(124)258)159(256)202-109(47-32-61-190-172(185)186)168(265)223-62-33-48-127(223)163(260)210-118(73-130(179)229)152(249)205-112(66-88(4)5)155(252)219-135(90(8)9)166(263)218-125/h14-21,35-40,50-53,76-77,86-92,100,102-128,134-137,191,225-227H,13,22-34,41-49,54-75,78-85,173-177H2,1-12H3,(H2,178,228)(H2,179,229)(H2,180,235)(H,187,193)(H,192,237)(H,194,230)(H,195,238)(H,196,243)(H,197,247)(H,198,250)(H,199,254)(H,200,255)(H,201,245)(H,202,256)(H,203,262)(H,204,236)(H,205,249)(H,206,239)(H,207,240)(H,208,251)(H,209,248)(H,210,260)(H,211,261)(H,212,264)(H,213,257)(H,214,242)(H,215,241)(H,216,246)(H,217,258)(H,218,263)(H,219,252)(H,220,253)(H,221,259)(H,222,244)(H,231,232)(H,233,234)(H4,181,182,188)(H4,183,184,189)(H4,185,186,190)/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-,134-,135-,136-,137-/m0/s1 | |
| InChI Key | RSVKRFJKRDUBHP-DFWGYUQTSA-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 | 273 | Computed by RDKit |
|---|---|---|
| Ring Count | 11 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 56 | Computed by RDKit |
| Hydrogen Bond Donor Count | 54 | Computed by RDKit |
| Rotatable Bond Count | 68 | Computed by RDKit |
| logP | -1.8 | Computed by ADMETlab2.0 |
| logS | 0.45 | Computed by ADMETlab2.0 |
| logD | -0.38 | Computed by ADMETlab2.0 |