Basic Information
| VGSC-DB ID | NA5510 | |
|---|---|---|
| PubChem CID | 145952303 | |
| IUPAC Name | (4S)-4-amino-5-[[(2S)-1-[[(1R,4S,7S,13S,16R,21R,24S,27S,30S,33S,36S,39S,42R,45S,48S,51S,54S,57S,60R,65R,68S,71S,74S)-65-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-1-oxohexan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl]-27,51,74-tris(4-aminobutyl)-24-(3-amino-3-oxopropyl)-68-[(5-bromo-1H-indol-3-yl)methyl]-33-butyl-4,54-bis(3-carbamimidamidopropyl)-13-(2-carboxyethyl)-45-(carboxymethyl)-39-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-30,36-bis(1H-indol-3-ylmethyl)-57-methyl-7,71-bis(2-methylpropyl)-3,6,9,12,15,22,25,28,31,34,37,40,43,46,49,52,55,58,67,70,73,76,81-tricosaoxo-18,19,62,63,78,79-hexathia-2,5,8,11,14,23,26,29,32,35,38,41,44,47,50,53,56,59,66,69,72,75,82-tricosazatricyclo[40.34.4.216,60]dooctacontan-21-yl]amino]-1-oxopent-4-yn-2-yl]amino]-5-oxopentanoic acid | |
| Molecular Formula | C158H243BrN48O41S6 |
|
| Molecular Weight | 3743.2g/mol | |
| IC50/EC50* (nM) | 0.3 | |
| Target | Nav1.7 | |
| Binding Site | VSDII | |
| Organism | Human | |
| UniProt Name | SCN9A_HUMAN | |
| UniProt ID | Q15858 | |
| SMILES | C#CC[C@H](NC(=O)[C@@H](N)CCC(=O)O)C(=O)N[C@H]1CSSC[C@@H]2NC(=O)[C@@H]3CSSC[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](C(N)=O)[C@@H](C)CC)NC(=O)[C@H](Cc4c[nH]c5ccc(Br)cc45)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](CCCC)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC1=O)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(=O)N3)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC2=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C158H243BrN48O41S6/c1-11-14-33-95-136(229)196-110(63-84-68-177-92-35-18-16-32-88(84)92)147(240)207-126(82(10)209)155(248)205-118-77-254-251-73-114-149(242)189-99(39-22-26-56-163)137(230)194-107(61-79(6)7)143(236)197-109(64-85-69-178-93-45-43-86(159)65-89(85)93)145(238)203-116(150(243)190-101(41-28-58-174-157(169)170)135(228)183-96(36-19-23-53-160)134(227)192-105(48-52-123(216)217)141(234)206-125(127(166)220)80(8)13-3)75-252-249-72-113(200-128(221)81(9)180-131(224)100(40-27-57-173-156(167)168)185-133(226)97(37-20-24-54-161)188-148(241)112(71-208)199-146(239)111(66-124(218)219)198-153(118)246)154(247)204-117(151(244)191-103(47-51-122(214)215)130(223)179-70-120(211)181-106(60-78(4)5)142(235)187-102(139(232)202-114)42-29-59-175-158(171)172)76-253-250-74-115(201-132(225)94(30-12-2)182-129(222)90(164)44-50-121(212)213)152(245)193-104(46-49-119(165)210)140(233)184-98(38-21-25-55-162)138(231)195-108(144(237)186-95)62-83-67-176-91-34-17-15-31-87(83)91/h2,15-18,31-32,34-35,43,45,65,67-69,78-82,90,94-118,125-126,176-178,208-209H,11,13-14,19-30,33,36-42,44,46-64,66,70-77,160-164H2,1,3-10H3,(H2,165,210)(H2,166,220)(H,179,223)(H,180,224)(H,181,211)(H,182,222)(H,183,228)(H,184,233)(H,185,226)(H,186,237)(H,187,235)(H,188,241)(H,189,242)(H,190,243)(H,191,244)(H,192,227)(H,193,245)(H,194,230)(H,195,231)(H,196,229)(H,197,236)(H,198,246)(H,199,239)(H,200,221)(H,201,225)(H,202,232)(H,203,238)(H,204,247)(H,205,248)(H,206,234)(H,207,240)(H,212,213)(H,214,215)(H,216,217)(H,218,219)(H4,167,168,173)(H4,169,170,174)(H4,171,172,175)/t80-,81-,82+,90-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,125-,126-/m0/s1 | |
| InChI Key | QHRNHXNZOJDMES-YFRLHJGISA-N | |
| Article DOI | 10.1021/acs.jmedchem.8b00736 | |
| PMID | 30346167 | |
| Authors | Wu, B; Murray, JK; Andrews, KL; Sham, K; Long, J; Aral, J; Ligutti, J; Amagasu, S; Liu, D; Zou, A; Min, X; Wang, Z; Ilch, CP; Kornecook, TJ; Lin, MJ; Be, X; Miranda, LP; Moyer, BD; Biswas, K | |
| Institution | Amgen Inc. | |
Calculated Properties
| Heavy Atom Count | 254 | Computed by RDKit |
|---|---|---|
| Ring Count | 9 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 51 | Computed by RDKit |
| Hydrogen Bond Donor Count | 54 | Computed by RDKit |
| Rotatable Bond Count | 73 | Computed by RDKit |
| logP | -1.06 | Computed by ADMETlab2.0 |
| logS | 0.09 | Computed by ADMETlab2.0 |
| logD | -0.3 | Computed by ADMETlab2.0 |