Basic Information
| VGSC-DB ID | NA4991 | |
|---|---|---|
| PubChem CID | 127047873 | |
| 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-45,69,92-tris(3-carbamimidamidopropyl)-13,19-bis(carboxymethyl)-42-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-39-(1H-imidazol-5-ylmethyl)-4-(1H-indol-2-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 | C181H270N54O45S7 |
|
| Molecular Weight | 4147.0g/mol | |
| IC50/EC50* (nM) | >5000 | |
| Target | Nav1.5 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN5A_HUMAN | |
| UniProt ID | Q14524 | |
| SMILES | CSCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](N)CC(=O)O)CSSC[C@@H]2NC(=O)[C@@H]3CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc4ccc(O)cc4)C(=O)N[C@H](C(=O)N[C@@H](Cc4ccccc4)C(N)=O)C(C)C)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc4cnc[nH]4)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC1=O)C(=O)N[C@@H](Cc1cc4ccccc4[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N3)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)NC2=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C181H270N54O45S7/c1-91(2)66-117-148(250)201-82-139(241)204-119(69-97-36-15-12-16-37-97)156(258)211-114(55-65-281-10)154(256)206-112(46-29-60-197-179(190)191)149(251)205-110(44-23-27-58-184)152(254)226-132-87-285-287-89-134-170(272)224-128(83-236)165(267)209-113(47-30-61-198-180(192)193)155(257)233-145(95(9)237)176(278)222-122(74-102-81-196-90-202-102)158(260)207-108(42-21-25-56-182)151(253)217-121(72-100-80-200-107-41-20-18-39-104(100)107)157(259)228-130(166(268)210-109(43-22-26-57-183)150(252)216-120(70-98-51-53-103(238)54-52-98)164(266)232-143(93(5)6)174(276)213-116(146(189)248)68-96-34-13-11-14-35-96)85-283-286-88-133(227-153(255)111(45-24-28-59-185)208-161(263)125(78-141(244)245)219-159(261)123(76-137(187)239)218-162(264)126(79-142(246)247)221-173(275)136-50-33-64-235(136)178(280)127(223-169(132)271)73-101-71-99-38-17-19-40-106(99)203-101)171(273)229-131(86-284-282-84-129(168(270)214-117)225-147(249)105(186)75-140(242)243)167(269)212-115(48-31-62-199-181(194)195)177(279)234-63-32-49-135(234)172(274)220-124(77-138(188)240)160(262)215-118(67-92(3)4)163(265)231-144(94(7)8)175(277)230-134/h11-20,34-41,51-54,71,80-81,90-95,105,108-136,143-145,200,203,236-238H,21-33,42-50,55-70,72-79,82-89,182-186H2,1-10H3,(H2,187,239)(H2,188,240)(H2,189,248)(H,196,202)(H,201,250)(H,204,241)(H,205,251)(H,206,256)(H,207,260)(H,208,263)(H,209,267)(H,210,268)(H,211,258)(H,212,269)(H,213,276)(H,214,270)(H,215,262)(H,216,252)(H,217,253)(H,218,264)(H,219,261)(H,220,274)(H,221,275)(H,222,278)(H,223,271)(H,224,272)(H,225,249)(H,226,254)(H,227,255)(H,228,259)(H,229,273)(H,230,277)(H,231,265)(H,232,266)(H,233,257)(H,242,243)(H,244,245)(H,246,247)(H4,190,191,197)(H4,192,193,198)(H4,194,195,199)/t95-,105+,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+,133+,134+,135+,136+,143+,144+,145+/m1/s1 | |
| InChI Key | VYZUWXZHPITFHJ-BRMCMZBYSA-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 | 58 | Computed by RDKit |
| Hydrogen Bond Donor Count | 57 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | -2.48 | Computed by ADMETlab2.0 |
| logS | 0.65 | Computed by ADMETlab2.0 |
| logD | -0.92 | Computed by ADMETlab2.0 |