Basic Information
| NavDB ID | NA6270 | |
|---|---|---|
| PubChem CID | 166626543 | |
| ChEMBL ID | CHEMBL5075738 | |
| IUPAC Name | 3-[(1R,4S,10S,13S,16S,19S,22S,25R,30R,33S,39S,42S,45R,48S,51S,54S,57R,62R,65S,68S,71S,74S,77S)-25-acetamido-57-[[(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]-19,48,65-tris(4-aminobutyl)-22-(3-amino-3-oxopropyl)-16-benzyl-68-(3-carbamimidamidopropyl)-10,71,74-tris(2-carboxyethyl)-77-(carboxymethyl)-54-(1H-indol-3-ylmethyl)-13,39,51-tris(2-methylpropyl)-3,9,12,15,18,21,24,31,34,37,40,43,46,49,52,55,64,67,70,73,76,79,84-tricosaoxo-42-propan-2-yl-27,28,59,60,81,82-hexathia-2,8,11,14,17,20,23,32,35,38,41,44,47,50,53,56,63,66,69,72,75,78,85-tricosazatetracyclo[43.34.4.230,62.04,8]pentaoctacontan-33-yl]propanoic acid | |
| Molecular Formula | C158H246N42O41S6 |
|
| Molecular Weight | 3582.361 | |
| IC50/EC50* (nM) | 218 | |
| Target | Nav1.7 | |
| Binding Site | unknown | |
| Organism | Human | |
| UniProt Name | SCN9A_HUMAN | |
| UniProt ID | Q15858 | |
| SMILES | CC(=O)N[C@H]1CSSC[C@@H]2NC(=O)[C@@H]3CSSC[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](Cc4c[nH]c5ccccc45)C(N)=O)NC(=O)[C@H](Cc4c[nH]c5ccccc45)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H]4CCCN4C(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc4ccccc4)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](CCC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCNC(=N)N)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)CNC(=O)[C@H](CCC(=O)O)NC2=O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C158H246N42O41S6/c1-82(2)65-108-148(232)199-129(86(9)10)156(240)198-120-81-247-246-80-119-153(237)193-114(72-128(212)213)147(231)184-105(50-55-126(208)209)141(225)183-104(49-54-125(206)207)140(224)179-101(45-31-63-169-158(167)168)134(218)177-100(44-24-30-62-164)138(222)194-118(154(238)196-117(151(235)182-102(48-53-124(204)205)131(215)172-75-123(203)174-108)78-243-242-76-115(173-87(11)201)149(233)185-103(47-52-122(165)202)139(223)178-98(42-22-28-60-162)137(221)191-112(69-88-33-13-12-14-34-88)145(229)190-109(66-83(3)4)142(226)186-106(51-56-127(210)211)157(241)200-64-32-46-121(200)155(239)197-119)79-245-244-77-116(195-146(230)113(71-90-74-171-94-38-18-16-36-92(90)94)192-144(228)111(68-85(7)8)189-136(220)99(181-152(120)236)43-23-29-61-163)150(234)180-96(40-20-26-58-160)133(217)175-95(39-19-25-57-159)132(216)176-97(41-21-27-59-161)135(219)188-110(67-84(5)6)143(227)187-107(130(166)214)70-89-73-170-93-37-17-15-35-91(89)93/h12-18,33-38,73-74,82-86,95-121,129,170-171H,19-32,39-72,75-81,159-164H2,1-11H3,(H2,165,202)(H2,166,214)(H,172,215)(H,173,201)(H,174,203)(H,175,217)(H,176,216)(H,177,218)(H,178,223)(H,179,224)(H,180,234)(H,181,236)(H,182,235)(H,183,225)(H,184,231)(H,185,233)(H,186,226)(H,187,227)(H,188,219)(H,189,220)(H,190,229)(H,191,221)(H,192,228)(H,193,237)(H,194,222)(H,195,230)(H,196,238)(H,197,239)(H,198,240)(H,199,232)(H,204,205)(H,206,207)(H,208,209)(H,210,211)(H,212,213)(H4,167,168,169)/t95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,129-/m0/s1 | |
| InChI Key | WZXDKCSFNHSMLW-JDYUVTIUSA-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 | 247 | Computed by RDKit |
|---|---|---|
| Ring Count | 9 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 49 | Computed by RDKit |
| Hydrogen Bond Donor Count | 46 | Computed by RDKit |
| Rotatable Bond Count | 72 | Computed by RDKit |
| logP | -1.12 | Computed by ADMETlab3.0 |
| logS | -3.15 | Computed by ADMETlab3.0 |
| logD | 0.35 | Computed by ADMETlab3.0 |
| pKa_acidic | 3.54 | Computed by ADMETlab3.0 |
| pKa_basic | 7.74 | Computed by ADMETlab3.0 |
| Blood-Brain Barrier (BBB) | 0.00 | Computed by ADMETlab3.0 |
| Plasma Protein Binding (PPB) | -59.65 | Computed by ADMETlab3.0 |
| T1/2 | 12.65 | Computed by ADMETlab3.0 |