Basic Information
| NavDB ID | NA6314 | |
|---|---|---|
| PubChem CID | 118708677 | |
| ChEMBL ID | CHEMBL3318147 | |
| IUPAC Name | 3-[(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)-6-amino-1-[[(2S)-6-amino-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]carbamoyl]-27,57-bis(4-aminobutyl)-21-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-24-(3-amino-3-oxopropyl)-54,74-bis(3-carbamimidamidopropyl)-51-(2-carboxyethyl)-45-(carboxymethyl)-39-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-30,36,68-tris(1H-indol-3-ylmethyl)-71-(2-methylpropyl)-7,33-bis(2-methylsulfanylethyl)-3,6,9,12,15,22,25,28,31,34,37,40,43,46,49,52,55,58,67,70,73,76,81-tricosaoxo-4-propan-2-yl-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-13-yl]propanoic acid | |
| Molecular Formula | C168H251N47/sub>O40S8 |
|
| Molecular Weight | 3825.681 | |
| IC50/EC50* (nM) | 75 | |
| Target | Nav1.6 | |
| Binding Site | unknown | |
| Organism | Human | |
| UniProt Name | SCN8A_HUMAN | |
| UniProt ID | Q9UQD0 | |
| SMILES | CSCC[C@@H]1NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]2CSSC[C@H](NC(=O)[C@@H](N)Cc3ccc(O)cc3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc3c[nH]c4ccccc34)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H]3CSSC[C@H](NC(=O)[C@H](C(C)C)NC1=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c4ccccc14)C(=O)N[C@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]c4ccccc14)C(N)=O)CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC3=O)C(=O)N2 | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C168H251N47O40S8/c1-86(2)66-118(152(241)200-117(138(176)227)69-91-74-183-101-34-14-10-30-96(91)101)201-144(233)107(40-20-25-59-171)190-141(230)105(38-18-23-57-169)189-142(231)106(39-19-24-58-170)194-160(249)126-81-259-261-83-128-164(253)211-127-82-260-258-80-125(208-139(228)100(174)68-90-45-47-95(218)48-46-90)159(248)198-113(49-52-131(175)219)148(237)192-108(41-21-26-60-172)145(234)203-120(70-92-75-184-102-35-15-11-31-97(92)102)154(243)199-116(56-65-257-9)150(239)204-122(72-94-77-186-104-37-17-13-33-99(94)104)157(246)215-137(89(7)217)166(255)213-130(163(252)206-123(73-135(225)226)156(245)207-124(79-216)158(247)197-114(51-54-134(223)224)149(238)193-110(43-28-62-181-167(177)178)143(232)191-109(147(236)209-128)42-22-27-61-173)85-263-262-84-129(212-165(254)136(88(5)6)214-151(240)115(55-64-256-8)188-132(220)78-187-140(229)112(196-161(127)250)50-53-133(221)222)162(251)195-111(44-29-63-182-168(179)180)146(235)202-119(67-87(3)4)153(242)205-121(155(244)210-126)71-93-76-185-103-36-16-12-32-98(93)103/h10-17,30-37,45-48,74-77,86-89,100,105-130,136-137,183-186,216-218H,18-29,38-44,49-73,78-85,169-174H2,1-9H3,(H2,175,219)(H2,176,227)(H,187,229)(H,188,220)(H,189,231)(H,190,230)(H,191,232)(H,192,237)(H,193,238)(H,194,249)(H,195,251)(H,196,250)(H,197,247)(H,198,248)(H,199,243)(H,200,241)(H,201,233)(H,202,235)(H,203,234)(H,204,239)(H,205,242)(H,206,252)(H,207,245)(H,208,228)(H,209,236)(H,210,244)(H,211,253)(H,212,254)(H,213,255)(H,214,240)(H,215,246)(H,221,222)(H,223,224)(H,225,226)(H4,177,178,181)(H4,179,180,182)/t89-,100+,105+,106+,107+,108+,109+,110+,111+,112+,113+,114+,115+,116+,117+,118+,119+,120+,121+,122+,123+,124+,125+,126+,127+,128+,129+,130+,136+,137+/m1/s1 | |
| InChI Key | VRUSWBLOISBSSJ-ZJDFQAAZSA-N | |
| Article DOI | 10.1021/acs.jmedchem.1c01570 | |
| PMID | 34931831 | |
| Authors | Adams, GL; Pall, PS; Grauer, SM; Zhou, X; Ballard, JE; Vavrek, M; Kraus, RL; Morissette, P; Li, N; Colarusso, S; Bianchi, E; Palani, A; Klein, R; John, CT; Wang, D; Tudor, M; Nolting, AF; Biba, M; Nowak, T; Makarov, AA; Reibarkh, M; Buevich, AV; Zhong, W; Regalado, EL; Wang, X; Gao, Q; Shahripour, A; Zhu, Y; de Simone, D; Frattarelli, T; Pasquini, NM; Magotti, P; Iaccarino, R; Li, Y; Solly, K; Lee, KJ; Wang, W; Chen, F; Zeng, H; Wang, J; Regan, H; Amin, RP; Regan, CP; Burgey, CS; Henze, DA; Sun, C; Tellers, DM | |
| Institution | Merck & Co. | |
Calculated Properties
| Heavy Atom Count | 263 | Computed by RDKit |
|---|---|---|
| Ring Count | 12 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 53 | Computed by RDKit |
| Hydrogen Bond Donor Count | 53 | Computed by RDKit |
| Rotatable Bond Count | 75 | Computed by RDKit |
| logP | -1.32 | Computed by ADMETlab3.0 |
| logS | -2.99 | Computed by ADMETlab3.0 |
| logD | 0.32 | Computed by ADMETlab3.0 |
| pKa_acidic | 4.51 | Computed by ADMETlab3.0 |
| pKa_basic | 8.18 | Computed by ADMETlab3.0 |
| Blood-Brain Barrier (BBB) | 0.00 | Computed by ADMETlab3.0 |
| Plasma Protein Binding (PPB) | -35.78 | Computed by ADMETlab3.0 |
| T1/2 | 11.95 | Computed by ADMETlab3.0 |