Basic Information
| VGSC-DB ID | NA4673 | |
|---|---|---|
| PubChem CID | 127046420 | |
| 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)-60-(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)-16,33-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 | C183H275N53O44S7 |
|
| Molecular Weight | 4146.0g/mol | |
| IC50/EC50* (nM) | 80 | |
| Target | Nav1.7 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN9A_HUMAN | |
| UniProt ID | Q15858 | |
| 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](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](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]2CCCN2C1=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C183H275N53O44S7/c1-13-97(10)146-180(280)236-67-36-53-138(236)175(275)222-129(80-143(246)247)164(264)219-124(74-102-81-201-109-43-22-20-41-106(102)109)159(259)220-128(79-142(244)245)163(263)209-114(48-27-31-62-187)155(255)226-134-89-285-283-87-132(168(268)211-112(46-25-29-60-185)152(252)217-123(73-101-54-56-105(239)57-55-101)166(266)232-144(95(6)7)176(276)214-119(148(190)248)71-99-37-16-14-17-38-99)228-160(260)125(75-103-82-202-110-44-23-21-42-107(103)110)218-153(253)111(45-24-28-59-184)208-161(261)126(76-104-83-197-92-204-104)223-178(278)147(98(11)238)234-157(257)116(50-33-64-199-182(193)194)210-167(267)130(85-237)224-171(271)135-90-286-287-91-136(173(273)233-146)227-154(254)113(47-26-30-61-186)206-151(251)115(49-32-63-198-181(191)192)207-156(256)117(58-68-281-12)212-158(258)122(72-100-39-18-15-19-40-100)205-140(241)84-203-150(250)120(69-93(2)3)215-170(270)131(225-149(249)108(188)77-141(242)243)86-282-284-88-133(229-172(134)272)169(269)213-118(51-34-65-200-183(195)196)179(279)235-66-35-52-137(235)174(274)221-127(78-139(189)240)162(262)216-121(70-94(4)5)165(265)231-145(96(8)9)177(277)230-135/h14-23,37-44,54-57,81-83,92-98,108,111-138,144-147,201-202,237-239H,13,24-36,45-53,58-80,84-91,184-188H2,1-12H3,(H2,189,240)(H2,190,248)(H,197,204)(H,203,250)(H,205,241)(H,206,251)(H,207,256)(H,208,261)(H,209,263)(H,210,267)(H,211,268)(H,212,258)(H,213,269)(H,214,276)(H,215,270)(H,216,262)(H,217,252)(H,218,253)(H,219,264)(H,220,259)(H,221,274)(H,222,275)(H,223,278)(H,224,271)(H,225,249)(H,226,255)(H,227,254)(H,228,260)(H,229,272)(H,230,277)(H,231,265)(H,232,266)(H,233,273)(H,234,257)(H,242,243)(H,244,245)(H,246,247)(H4,191,192,198)(H4,193,194,199)(H4,195,196,200)/t97-,98+,108-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,133-,134-,135-,136-,137-,138-,144-,145-,146-,147-/m0/s1 | |
| InChI Key | IMQQVRXQPMXLCR-RXVBLHJWSA-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 | 287 | Computed by RDKit |
|---|---|---|
| Ring Count | 13 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 57 | Computed by RDKit |
| Hydrogen Bond Donor Count | 56 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | 0.02 | Computed by ADMETlab2.0 |
| logS | 0.38 | Computed by ADMETlab2.0 |
| logD | -0.07 | Computed by ADMETlab2.0 |