Basic Information
| NavDB ID | NA3949 | |
|---|---|---|
| PubChem CID | 118708671 | |
| ChEMBL ID | CHEMBL3318141 | |
| IUPAC Name | (2S)-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2S)-6-amino-2-[[(2S)-6-amino-2-[[(1R,4S,7S,13S,16R,21R,24S,27S,30S,33S,36S,39S,42R,45S,48S,51S,54S,57S,60R,65R,68S,71S,74S)-27,57-bis(4-aminobutyl)-21-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-24-(3-amino-3-oxopropyl)-54,74-bis(3-carbamimidamidopropyl)-13-(2-carboxyethyl)-45-(carboxymethyl)-39-[(1R)-1-hydroxyethyl]-48-(hydroxymethyl)-30,36,68-tris(1H-indol-3-ylmethyl)-51-methyl-7,71-bis(2-methylpropyl)-33-(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]dooctacontane-65-carbonyl]amino]hexanoyl]amino]hexanoyl]amino]-3-methylpentanoyl]amino]-3-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid | |
| Molecular Formula | C167H249N45O39S7 |
|
| Molecular Weight | 3736.0 | |
| IC50/EC50* (nM) | 45 | |
| Target | Nav1.2 | |
| Binding Site | VSD | |
| Organism | Rat | |
| UniProt Name | SCN2A_RAT | |
| UniProt ID | P04775 | |
| SMILES | CC[C@H](C)[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@@H]1CSSC[C@@H]2NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H]3CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)CNC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](N)Cc4ccc(O)cc4)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](Cc4c[nH]c5ccccc45)C(=O)N[C@@H]([C@@H](C)O)C(=O)N3)NC2=O)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N1)C(=O)N[C@H](C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O)[C@@H](C)CC | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C167H249N45O39S7/c1-14-87(9)134(162(247)201-121(165(250)251)70-95-75-183-105-41-23-19-37-100(95)105)211-163(248)135(88(10)15-2)210-147(232)109(45-27-31-60-171)190-140(225)106(42-24-28-57-168)191-156(241)124-79-254-256-81-126-160(245)206-125-80-255-253-78-123(203-138(223)101(172)66-91-48-50-96(215)51-49-91)155(240)194-113(52-54-129(173)216)145(230)189-107(43-25-29-58-169)142(227)197-117(67-92-72-180-102-38-20-16-34-97(92)102)149(234)195-114(56-63-252-13)146(231)198-119(69-94-74-182-104-40-22-18-36-99(94)104)153(238)212-136(90(12)214)164(249)208-128(159(244)200-120(71-132(220)221)151(236)202-122(77-213)154(239)185-89(11)137(222)187-110(46-32-61-178-166(174)175)141(226)188-108(144(229)204-126)44-26-30-59-170)83-258-257-82-127(207-161(246)133(86(7)8)209-152(237)115(64-84(3)4)186-130(217)76-184-139(224)112(193-157(125)242)53-55-131(218)219)158(243)192-111(47-33-62-179-167(176)177)143(228)196-116(65-85(5)6)148(233)199-118(150(235)205-124)68-93-73-181-103-39-21-17-35-98(93)103/h16-23,34-41,48-51,72-75,84-90,101,106-128,133-136,180-183,213-215H,14-15,24-33,42-47,52-71,76-83,168-172H2,1-13H3,(H2,173,216)(H,184,224)(H,185,239)(H,186,217)(H,187,222)(H,188,226)(H,189,230)(H,190,225)(H,191,241)(H,192,243)(H,193,242)(H,194,240)(H,195,234)(H,196,228)(H,197,227)(H,198,231)(H,199,233)(H,200,244)(H,201,247)(H,202,236)(H,203,223)(H,204,229)(H,205,235)(H,206,245)(H,207,246)(H,208,249)(H,209,237)(H,210,232)(H,211,248)(H,212,238)(H,218,219)(H,220,221)(H,250,251)(H4,174,175,178)(H4,176,177,179)/t87-,88-,89-,90+,101-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,133-,134-,135-,136-/m0/s1 | |
| InChI Key | FWXMJJGACXALON-QDVVETDMSA-N | |
| Article DOI | 10.1021/jm500687u | |
| PMID | 25026046 | |
| Authors | Park, JH; Carlin, KP; Wu, G; Ilyin, VI; Musza, LL; Blake, PR; Kyle, DJ | |
| Institution | Purdue Pharma LP | |
Calculated Properties
| Heavy Atom Count | 258 | Computed by RDKit |
|---|---|---|
| Ring Count | 12 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 50 | Computed by RDKit |
| Hydrogen Bond Donor Count | 51 | Computed by RDKit |
| Rotatable Bond Count | 69 | Computed by RDKit |
| logP | -0.86 | Computed by ADMETlab3.0 |
| logS | -2.45 | Computed by ADMETlab3.0 |
| logD | 1.04 | Computed by ADMETlab3.0 |
| pKa_acidic | 3.45 | Computed by ADMETlab3.0 |
| pKa_basic | 8.02 | Computed by ADMETlab3.0 |
| Blood-Brain Barrier (BBB) | 0.00 | Computed by ADMETlab3.0 |
| Plasma Protein Binding (PPB) | -31.85 | Computed by ADMETlab3.0 |
| T1/2 | 11.69 | Computed by ADMETlab3.0 |