Basic Information
| NavDB ID | NA6244 | |
|---|---|---|
| PubChem CID | 166628565 | |
| ChEMBL ID | CHEMBL5080941 | |
| 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)-42,71-bis(2-carboxyethyl)-77-(carboxymethyl)-74-(hydroxymethyl)-54-(1H-indol-3-ylmethyl)-10-methyl-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-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 | C154H240N42O40S6 |
|
| Molecular Weight | 3512.27 | |
| IC50/EC50* (nM) | >17000 | |
| Target | Nav1.4 | |
| Binding Site | unknown | |
| Organism | Human | |
| UniProt Name | SCN4A_HUMAN | |
| UniProt ID | P35499 | |
| 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](C)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](CO)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](CCC(=O)O)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/C154H240N42O40S6/c1-80(2)62-105-139(222)180-103(49-53-124(205)206)137(220)192-114-75-239-242-79-118-150(233)189-111(69-125(207)208)144(227)190-112(73-197)145(228)181-102(48-52-123(203)204)136(219)176-99(44-30-60-165-154(163)164)130(213)174-98(43-23-29-59-160)134(217)191-117(151(234)194-116(149(232)179-100(47-51-122(201)202)127(210)168-72-121(200)171-105)77-238-237-74-113(170-85(10)198)146(229)182-101(46-50-120(161)199)135(218)175-96(41-21-27-57-158)133(216)187-109(66-86-32-12-11-13-33-86)142(225)186-106(63-81(3)4)138(221)169-84(9)153(236)196-61-31-45-119(196)152(235)195-118)78-241-240-76-115(193-143(226)110(68-88-71-167-92-37-17-15-35-90(88)92)188-141(224)108(65-83(7)8)185-132(215)97(178-147(114)230)42-22-28-58-159)148(231)177-94(39-19-25-55-156)129(212)172-93(38-18-24-54-155)128(211)173-95(40-20-26-56-157)131(214)184-107(64-82(5)6)140(223)183-104(126(162)209)67-87-70-166-91-36-16-14-34-89(87)91/h11-17,32-37,70-71,80-84,93-119,166-167,197H,18-31,38-69,72-79,155-160H2,1-10H3,(H2,161,199)(H2,162,209)(H,168,210)(H,169,221)(H,170,198)(H,171,200)(H,172,212)(H,173,211)(H,174,213)(H,175,218)(H,176,219)(H,177,231)(H,178,230)(H,179,232)(H,180,222)(H,181,228)(H,182,229)(H,183,223)(H,184,214)(H,185,215)(H,186,225)(H,187,216)(H,188,224)(H,189,233)(H,190,227)(H,191,217)(H,192,220)(H,193,226)(H,194,234)(H,195,235)(H,201,202)(H,203,204)(H,205,206)(H,207,208)(H4,163,164,165)/t84-,93-,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-,119-/m0/s1 | |
| InChI Key | JXIRRBVKXDGYHE-CCQWGCFNSA-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 | 242 | 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 | 69 | Computed by RDKit |
| logP | -1.05 | Computed by ADMETlab3.0 |
| logS | -3.23 | Computed by ADMETlab3.0 |
| logD | 0.38 | Computed by ADMETlab3.0 |
| pKa_acidic | 4.08 | Computed by ADMETlab3.0 |
| pKa_basic | 7.81 | Computed by ADMETlab3.0 |
| Blood-Brain Barrier (BBB) | 0.00 | Computed by ADMETlab3.0 |
| Plasma Protein Binding (PPB) | -58.05 | Computed by ADMETlab3.0 |
| T1/2 | 12.23 | Computed by ADMETlab3.0 |