Basic Information
| VGSC-DB ID | NA4267 | |
|---|---|---|
| PubChem CID | 118734481 | |
| 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-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)-33,89-bis(1H-indol-3-ylmethyl)-57,80-bis(2-methylpropyl)-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 | C182H272N54O45S6 |
|
| Molecular Weight | 4129.0g/mol | |
| IC50/EC50* (nM) | 23 | |
| Target | Nav1.7 | |
| Binding Site | unknown | |
| 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](Cc4c[nH]c5ccccc45)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/C182H272N54O45S6/c1-12-95(10)145-179(281)236-65-35-52-136(236)174(276)222-127(78-142(247)248)163(265)219-124(75-137(188)240)160(262)220-126(77-141(245)246)162(264)208-112(47-26-30-60-186)154(256)226-132-87-285-283-85-130(167(269)211-110(45-24-28-58-184)151(253)216-120(70-99-53-55-103(239)56-54-99)165(267)232-143(93(6)7)175(277)213-116(147(190)249)68-97-36-15-13-16-37-97)228-158(260)122(72-101-80-202-108-43-22-20-41-105(101)108)217-152(254)109(44-23-27-57-183)207-159(261)123(73-102-81-197-90-204-102)223-177(279)146(96(11)238)234-155(257)114(49-32-62-199-181(193)194)210-166(268)128(83-237)224-170(272)133-88-286-287-89-134(172(274)233-145)227-153(255)111(46-25-29-59-185)206-150(252)113(48-31-61-198-180(191)192)209-157(259)121(71-100-79-201-107-42-21-19-40-104(100)107)218-156(258)119(69-98-38-17-14-18-39-98)205-139(242)82-203-149(251)117(66-91(2)3)214-169(271)129(225-148(250)106(187)74-140(243)244)84-282-284-86-131(229-171(132)273)168(270)212-115(50-33-63-200-182(195)196)178(280)235-64-34-51-135(235)173(275)221-125(76-138(189)241)161(263)215-118(67-92(4)5)164(266)231-144(94(8)9)176(278)230-133/h13-22,36-43,53-56,79-81,90-96,106,109-136,143-146,201-202,237-239H,12,23-35,44-52,57-78,82-89,183-187H2,1-11H3,(H2,188,240)(H2,189,241)(H2,190,249)(H,197,204)(H,203,251)(H,205,242)(H,206,252)(H,207,261)(H,208,264)(H,209,259)(H,210,268)(H,211,269)(H,212,270)(H,213,277)(H,214,271)(H,215,263)(H,216,253)(H,217,254)(H,218,258)(H,219,265)(H,220,262)(H,221,275)(H,222,276)(H,223,279)(H,224,272)(H,225,250)(H,226,256)(H,227,255)(H,228,260)(H,229,273)(H,230,278)(H,231,266)(H,232,267)(H,233,274)(H,234,257)(H,243,244)(H,245,246)(H,247,248)(H4,191,192,198)(H4,193,194,199)(H4,195,196,200)/t95-,96+,106-,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-,146-/m0/s1 | |
| InChI Key | VBPFCFPZENVMHX-UOZCUAPTSA-N | |
| Article DOI | 10.1021/jm501765v | |
| PMID | 25658507 | |
| Authors | Murray, JK; Ligutti, J; Liu, D; Zou, A; Poppe, L; Li, H; Andrews, KL; Moyer, BD; McDonough, SI; Favreau, P; Stöcklin, R; 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 | 57 | Computed by RDKit |
| Rotatable Bond Count | 71 | Computed by RDKit |
| logP | -1.58 | Computed by ADMETlab2.0 |
| logS | 0.66 | Computed by ADMETlab2.0 |
| logD | -0.68 | Computed by ADMETlab2.0 |