(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-AMINO-2-{[(1R,4S,7S,10S,13S,16R,21R,24S,27S,30S,33S,36S,39S,42R,45S,48S,51S,54S,57S,60R,65R,68S,71S,74S)-21-[(2S)-2-AMINO-3-(4-HYDROXYPHENYL)PROPANAMIDO]-30,57-BIS(4-AMINOBUTYL)-27-BENZYL-54,74-BIS(3-CARBAMIMIDAMIDOPROPYL)-24-(2-CARBAMOYLETHYL)-13,51-BIS(2-CARBOXYETHYL)-10,45-BIS(CARBOXYMETHYL)-39-[(1R)-1-HYDROXYETHYL]-48-(HYDROXYMETHYL)-36,68-BIS(1H-INDOL-3-YLMETHYL)-71-(2-METHYLPROPYL)-7,33-BIS[2-(METHYLSULFANYL)ETHYL]-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-TRICOSAAZATRICYCLO[40.34.4.2^{16,60}]DOOCTACONTAN-65-YL]FORMAMIDO}HEXANAMIDO]-4-METHYLPENTANAMIDO]-3-CARBAMOYLPROPANAMIDO]-4-METHYLPENTANOIC ACID

/static/temp/default.svg Search structure
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key SFFKKWQHDLGIQB-HQYFERETSA-N
Smiles CSCC[C@@H]1NC(=O)[C@H](CCCCN)NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@H](CSSC[C@@H]3NC(=O)[C@@H]4CSSC[C@H](NC(=O)[C@H](Cc5c[nH]c6ccccc56)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@H](Cc7c[nH]c8ccccc78)NC1=O)[C@@H](C)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)N4)NC(=O)[C@@H](NC(=O)[C@H](CCSC)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC3=O)C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CC(C)C)C(=O)O)NC(=O)[C@@H](N)Cc9ccc(O)cc9
InChI
InChI=1S/C155H234N42O43S8/c1-76(2)57-101-136(222)184-104(62-83-67-168-89-31-17-15-29-86(83)89)139(225)192-112(146(232)173-92(34-20-23-51-157)128(214)180-102(58-77(3)4)137(223)185-106(64-118(161)202)140(226)188-109(153(239)240)59-78(5)6)71-244-246-73-114-150(236)193-113-72-245-243-70-111(190-125(211)88(159)60-82-38-40-85(200)41-39-82)145(231)176-96(42-45-117(160)201)132(218)182-103(61-81-27-13-12-14-28-81)138(224)172-91(33-19-22-50-156)126(212)178-99(48-55-241-10)134(220)183-105(63-84-68-169-90-32-18-16-30-87(84)90)143(229)197-124(80(9)199)152(238)195-116(149(235)187-108(66-122(209)210)142(228)189-110(69-198)144(230)175-97(43-46-119(203)204)131(217)171-94(36-25-53-166-154(162)163)127(213)170-93(130(216)191-114)35-21-24-52-158)75-248-247-74-115(148(234)174-95(129(215)181-101)37-26-54-167-155(164)165)194-151(237)123(79(7)8)196-135(221)100(49-56-242-11)179-141(227)107(65-121(207)208)186-133(219)98(177-147(113)233)44-47-120(205)206/h12-18,27-32,38-41,67-68,76-80,88,91-116,123-124,168-169,198-200H,19-26,33-37,42-66,69-75,156-159H2,1-11H3,(H2,160,201)(H2,161,202)(H,170,213)(H,171,217)(H,172,224)(H,173,232)(H,174,234)(H,175,230)(H,176,231)(H,177,233)(H,178,212)(H,179,227)(H,180,214)(H,181,215)(H,182,218)(H,183,220)(H,184,222)(H,185,223)(H,186,219)(H,187,235)(H,188,226)(H,189,228)(H,190,211)(H,191,216)(H,192,225)(H,193,236)(H,194,237)(H,195,238)(H,196,221)(H,197,229)(H,203,204)(H,205,206)(H,207,208)(H,209,210)(H,239,240)(H4,162,163,166)(H4,164,165,167)/t80-,88+,91+,92+,93+,94+,95+,96+,97+,98+,99+,100+,101+,102+,103+,104+,105+,106+,107+,108+,109+,110+,111+,112+,113+,114+,115+,116+,123+,124+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C155H234N42O43S8
Molecular Weight 3630.29
AlogP None
Hydrogen Bond Acceptor None
Hydrogen Bond Donor None
Number of Rotational Bond None
Polar Surface Area None
Molecular species None
Aromatic Rings None
Heavy Atoms None
Assay Description Organism Bioactivity Reference
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as tonic paralysis at 500 pmol, icv measured after 4 hr Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as cyanosis at 500 pmol, icv measured after 4 hr Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as cyanosis at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as respiratory paralysis at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as tail erection at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as extension of toes at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as extension of leg at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as ataxia at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as tonic paralysis at 500 pmol, icv Mus musculus None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as convulsion at 500 pmol, icv Mus musculus None
Neurotoxicity against third-instar nymph stage of Gryllus bimaculatus (cricket) assessed as mortality at 1.1 nmol/g measured at 15 min Gryllus bimaculatus None
Neurotoxicity against third-instar nymph stage of Gryllus bimaculatus (cricket) assessed as paralysis at 1.1 nmol/g measured within 5 min Gryllus bimaculatus None
Inhibition of voltage-gated calcium channel Cav-mediated late-sustained current in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 25 nM measured at holding potential -80 mV in 10 mV increments depolarized to +40 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 Periplaneta americana None
Inhibition of voltage-gated calcium channel Cav-mediated fast-transient current in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 25 nM measured at holding potential -80 mV in 10 mV increments depolarized to +40 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 Periplaneta americana None
Inhibition of voltage-gated calcium channel Cav-mediated late-sustained current in Periplaneta americana (American cockroach) DUM neurons assessed as measured at holding potential -80 mV depolarized to +40 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 Periplaneta americana None Inhibition of voltage-gated calcium channel Cav-mediated late-sustained current in Periplaneta americana (American cockroach) DUM neurons assessed as measured at holding potential -80 mV depolarized to +40 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 Periplaneta americana 19.1 nM
Inhibition of voltage-gated calcium channel Cav-mediated fast-transient current in Periplaneta americana (American cockroach) DUM neurons assessed as measured at holding potential -80 mV depolarized to +40 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 Periplaneta americana 24.6 nM Inhibition of voltage-gated calcium channel Cav-mediated fast-transient current in Periplaneta americana (American cockroach) DUM neurons assessed as measured at holding potential -80 mV depolarized to +40 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 Periplaneta americana None
Inhibition of transient A type potassium channel IK(A) in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 330 nM measured at holding potential -90 mV depolarized to +40 mV with 100 ms increments after 10 min by whole cell patch clamp assay in presence of CdCl2 and ChTx Periplaneta americana None
Inhibition of transient A type potassium channel IK(A) in Periplaneta americana (American cockroach) DUM neurons at 330 nM measured at holding potential -90 mV depolarized to +30 mV after 10 min by whole cell patch clamp assay in presence of CdCl2 and ChTx Periplaneta americana None
Inhibition of delayed rectifier potassium channel IK(DR) in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 330 nM measured at holding potential -90 mV depolarized to +40 mV with 100 ms increments after 10 min by whole cell voltage clamp assay in presence of CdCl2 and ChTx relative to control Periplaneta americana None
Inhibition of delayed rectifier potassium channel IK(DR) in Periplaneta americana (American cockroach) DUM neurons at 330 nM measured at holding potential -90 mV depolarized to +30 mV after 10 min by whole cell voltage clamp assay in presence of CdCl2 and ChTx relative to control Periplaneta americana None
Reversible inhibition of Potassium channel Kv in Periplaneta americana (American cockroach) DUM neurons at 330 nM measured at holding potential -90 mV depolarized to +30 mV after 10 min by whole cell patch clamp assay relative to control Periplaneta americana None
Inhibition of mid-low voltage activated Cav channel in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 330 nM measured at holding potential -90 mV depolarized to +70 mV with 10 mV increments after 10 min by whole cell patch clamp assay Periplaneta americana None
Inhibition of high voltage activated Cav channel in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 330 nM measured at holding potential -90 mV depolarized to +70 mV with 10 mV increments after 10 min by whole cell patch clamp assay Periplaneta americana None
Inhibition of Nav channel in Periplaneta americana (American cockroach) DUM neurons assessed as effect on voltage-dependent activation at 330 nM measured at holding potential -90 mV depolarised to +70 mV with 10 mV increments for 10 min by whole cell patch clamp assay Periplaneta americana None

Cross References

Resources Reference
ChEMBL CHEMBL2272096
PubChem 76323416
CONTENTS