Basic Information
| NavDB ID | NA3945 | |
|---|---|---|
| PubChem CID | 118708669 | |
| ChEMBL ID | CHEMBL3318139 | |
| IUPAC Name | (2S,3S)-2-[[(2S)-2-[[(2S)-6-amino-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]hexanoyl]amino]-3-methylbutanoyl]amino]-3-methylpentanoic acid | |
| Molecular Formula | C161H249N45O39S7 |
|
| Molecular Weight | 3663.0 | |
| IC50/EC50* (nM) | 98 | |
| 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](NC(=O)[C@H](CCCCN)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(C)C)C(=O)O | |
| Category | Toxins and derivatives | |
| InChI | InChI=1S/C161H249N45O39S7/c1-14-85(10)129(159(244)245)205-157(242)128(84(8)9)203-142(227)104(43-25-30-59-166)185-134(219)100(39-21-26-55-162)182-135(220)101(40-22-27-56-163)186-151(236)118-76-248-250-78-120-155(240)200-119-77-249-247-75-117(197-132(217)96(167)65-88-46-48-92(209)49-47-88)150(235)189-108(50-52-123(168)210)140(225)184-102(41-23-28-57-164)137(222)192-112(66-89-70-175-97-36-18-15-33-93(89)97)144(229)190-109(54-62-246-13)141(226)193-114(68-91-72-177-99-38-20-17-35-95(91)99)148(233)206-130(87(12)208)158(243)202-122(154(239)195-115(69-126(214)215)146(231)196-116(74-207)149(234)179-86(11)131(216)181-105(44-31-60-173-160(169)170)136(221)183-103(139(224)198-120)42-24-29-58-165)80-252-251-79-121(201-156(241)127(83(6)7)204-147(232)110(63-81(2)3)180-124(211)73-178-133(218)107(188-152(119)237)51-53-125(212)213)153(238)187-106(45-32-61-174-161(171)172)138(223)191-111(64-82(4)5)143(228)194-113(145(230)199-118)67-90-71-176-98-37-19-16-34-94(90)98/h15-20,33-38,46-49,70-72,81-87,96,100-122,127-130,175-177,207-209H,14,21-32,39-45,50-69,73-80,162-167H2,1-13H3,(H2,168,210)(H,178,218)(H,179,234)(H,180,211)(H,181,216)(H,182,220)(H,183,221)(H,184,225)(H,185,219)(H,186,236)(H,187,238)(H,188,237)(H,189,235)(H,190,229)(H,191,223)(H,192,222)(H,193,226)(H,194,228)(H,195,239)(H,196,231)(H,197,217)(H,198,224)(H,199,230)(H,200,240)(H,201,241)(H,202,243)(H,203,227)(H,204,232)(H,205,242)(H,206,233)(H,212,213)(H,214,215)(H,244,245)(H4,169,170,173)(H4,171,172,174)/t85-,86-,87+,96-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,127-,128-,129-,130-/m0/s1 | |
| InChI Key | SXGQLCNPKCVMLU-CDRPAWAASA-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 | 252 | Computed by RDKit |
|---|---|---|
| Ring Count | 10 | Computed by RDKit |
| Hydrogen Bond Acceptor Count | 51 | Computed by RDKit |
| Hydrogen Bond Donor Count | 51 | Computed by RDKit |
| Rotatable Bond Count | 70 | Computed by RDKit |
| logP | -1.12 | Computed by ADMETlab3.0 |
| logS | -2.71 | Computed by ADMETlab3.0 |
| logD | 0.35 | Computed by ADMETlab3.0 |
| pKa_acidic | 3.63 | Computed by ADMETlab3.0 |
| pKa_basic | 7.85 | Computed by ADMETlab3.0 |
| Blood-Brain Barrier (BBB) | 0.00 | Computed by ADMETlab3.0 |
| Plasma Protein Binding (PPB) | -39.06 | Computed by ADMETlab3.0 |
| T1/2 | 11.99 | Computed by ADMETlab3.0 |