(2S)-6-AMINO-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]-27,57-BIS(4-AMINOBUTYL)-30-BENZYL-54-(3-CARBAMIMIDAMIDOPROPYL)-24-(2-CARBAMOYLETHYL)-13,51,74-TRIS(2-CARBOXYETHYL)-10,45-BIS(CARBOXYMETHYL)-39,48-BIS[(1R)-1-HYDROXYETHYL]-36,68-BIS(1H-INDOL-3-YLMETHYL)-33,71-BIS(2-METHYLPROPYL)-7-[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]-4-CARBOXYBUTANAMIDO]HEXANOIC ACID

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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 ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	QFRQTCDVQNVWDI-SUNZBBGGSA-N
Smiles	CSCC[C@@H]1NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]2CSSC[C@H](NC(=O)[C@@H](N)Cc3ccc(O)cc3)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc4ccccc4)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc5c[nH]c6ccccc56)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H]7CSSC[C@H](NC(=O)[C@@H](NC1=O)C(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc8c[nH]c9ccccc89)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@H](CC(=O)O)NC7=O)[C@@H](C)O)C(=O)N2)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)O
InChI	InChI=1S/C157H235N39O46S7/c1-77(2)60-104(139(224)173-98(44-49-119(201)202)135(220)179-103(156(241)242)37-22-26-57-161)180-130(215)94(35-20-24-55-159)172-148(233)113-72-245-247-74-115-152(237)191-114-73-246-244-71-112(188-128(213)90(162)63-84-39-41-87(199)42-40-84)147(232)174-97(43-48-118(163)200)133(218)170-93(34-19-23-54-158)131(216)183-107(64-83-28-13-12-14-29-83)142(227)182-106(62-79(5)6)141(226)185-109(66-86-70-168-92-33-18-16-31-89(86)92)145(230)195-127(82(10)198)155(240)193-117(151(236)187-111(68-124(211)212)146(231)196-126(81(9)197)154(239)178-101(47-52-122(207)208)134(219)171-96(38-27-58-166-157(164)165)129(214)169-95(132(217)189-115)36-21-25-56-160)76-249-248-75-116(192-153(238)125(80(7)8)194-138(223)102(53-59-243-11)177-144(229)110(67-123(209)210)186-137(222)100(175-149(114)234)46-51-121(205)206)150(235)176-99(45-50-120(203)204)136(221)181-105(61-78(3)4)140(225)184-108(143(228)190-113)65-85-69-167-91-32-17-15-30-88(85)91/h12-18,28-33,39-42,69-70,77-82,90,93-117,125-127,167-168,197-199H,19-27,34-38,43-68,71-76,158-162H2,1-11H3,(H2,163,200)(H,169,214)(H,170,218)(H,171,219)(H,172,233)(H,173,224)(H,174,232)(H,175,234)(H,176,235)(H,177,229)(H,178,239)(H,179,220)(H,180,215)(H,181,221)(H,182,227)(H,183,216)(H,184,225)(H,185,226)(H,186,222)(H,187,236)(H,188,213)(H,189,217)(H,190,228)(H,191,237)(H,192,238)(H,193,240)(H,194,223)(H,195,230)(H,196,231)(H,201,202)(H,203,204)(H,205,206)(H,207,208)(H,209,210)(H,211,212)(H,241,242)(H4,164,165,166)/t81-,82-,90+,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+,125+,126+,127+/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C157H235N39O46S7
Molecular Weight	3629.23
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 effect on behaviour at 500 pmol, icv	Mus musculus	None
Neurotoxicity against Mus musculus C57BL/6 (mouse) assessed as effect on posture 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 6 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 6 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	3.7 nM		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 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	3.7 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	31.0 %
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	CHEMBL2272094
PubChem	76330659

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).