Tachyplesin I

Details

• Internal ID: ddab8da5-49c2-48e7-94ac-dc13ea354e07
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (1R,4S,7S,10S,13R,18R,21S,24S,27S,30R,33S,39S,42S)-N-[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]-10-benzyl-33-[(2S)-butan-2-yl]-7,21,24,39-tetrakis(3-carbamimidamidopropyl)-13-[[(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-27,42-bis[(4-hydroxyphenyl)methyl]-3,6,9,12,20,23,26,29,32,35,38,41,44-tridecaoxo-4-propan-2-yl-15,16,46,47-tetrathia-2,5,8,11,19,22,25,28,31,34,37,40,43-tridecazabicyclo[28.14.4]octatetracontane-18-carboxamide
• SMILES (Canonical): CCC(C)C1C(=O)NC2CSSCC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CCCNC(=N)N)CC3=CC=C(C=C3)O)NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(CSSCC(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC4=CC=C(C=C4)O)CCCNC(=N)N)CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)N)NC(=O)C(CC5=CNC6=CC=CC=C65)NC(=O)C(CCCCN)N)CC7=CC=CC=C7)CCCNC(=N)N)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H]2CSSC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CCCNC(=N)N)CC3=CC=C(C=C3)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CSSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC2=O)CC4=CC=C(C=C4)O)CCCNC(=N)N)CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)[C@H](CCCCN)N)CC7=CC=CC=C7)CCCNC(=N)N)C(C)C
• InChI: InChI=1S/C99H151N35O19S4/c1-5-53(4)78-94(153)132-75-51-157-156-50-74(91(150)127-69(43-55-28-32-58(135)33-29-55)85(144)121-64(24-14-38-114-96(105)106)81(140)119-47-76(137)133-78)131-93(152)77(52(2)3)134-84(143)67(27-17-41-117-99(111)112)124-86(145)68(42-54-18-7-6-8-19-54)126-90(149)73(130-88(147)71(125-80(139)61(101)21-11-12-36-100)45-57-46-118-62-22-10-9-20-60(57)62)49-155-154-48-72(89(148)120-63(79(102)138)23-13-37-113-95(103)104)129-83(142)66(26-16-40-116-98(109)110)122-82(141)65(25-15-39-115-97(107)108)123-87(146)70(128-92(75)151)44-56-30-34-59(136)35-31-56/h6-10,18-20,22,28-35,46,52-53,61,63-75,77-78,118,135-136H,5,11-17,21,23-27,36-45,47-51,100-101H2,1-4H3,(H2,102,138)(H,119,140)(H,120,148)(H,121,144)(H,122,141)(H,123,146)(H,124,145)(H,125,139)(H,126,149)(H,127,150)(H,128,151)(H,129,142)(H,130,147)(H,131,152)(H,132,153)(H,133,137)(H,134,143)(H4,103,104,113)(H4,105,106,114)(H4,107,108,115)(H4,109,110,116)(H4,111,112,117)/t53-,61-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,77-,78-/m0/s1
• InChI Key: ZJQFYZCNRTZAIM-PMXBASNASA-N
• Popularity: 137 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₉H₁₅₁N₃₅O₁₉S₄
• Molecular Weight: 2263.80 g/mol
• Exact Mass: 2263.0841873 g/mol
• Topological Polar Surface Area (TPSA): 1030.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -6.01
• H-Bond Acceptor: 30
• H-Bond Donor: 37
• Rotatable Bonds: 42

Synonyms

• Tachyplesin
• 118231-04-2
• KWCFRVCYRGICYRRCR-NH2
• tachyplesin peptide, Tachypleus tridentatus
• CHEMBL4544197
• HY-P1632
• Tachyplesin I (Tachypleus tridentatus)
• CS-0065054
• Tachyplesin I (reduced), cyclic (3.16),(7.12)-bis(disulfide)
• NH2-Lys-Trp-Cys(x2)-Phe-Arg-Val-Cys(x1)-Tyr-Arg-Gly-Ile-Cys(x1)-Tyr-Arg-Arg-Cys(x2)-Arg-NH2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9676	96.76%
Caco-2	-	0.8588	85.88%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6248	62.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8321	83.21%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.5844	58.44%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9686	96.86%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8882	88.82%
CYP3A4 substrate	+	0.7537	75.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8049	80.49%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7024	70.24%
CYP2C19 inhibition	-	0.6614	66.14%
CYP2D6 inhibition	-	0.8589	85.89%
CYP1A2 inhibition	-	0.8131	81.31%
CYP2C8 inhibition	+	0.7740	77.40%
CYP inhibitory promiscuity	-	0.8239	82.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5656	56.56%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7242	72.42%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7624	76.24%
Acute Oral Toxicity (c)	III	0.5676	56.76%
Estrogen receptor binding	-	0.6246	62.46%
Androgen receptor binding	+	0.7531	75.31%
Thyroid receptor binding	+	0.8328	83.28%
Glucocorticoid receptor binding	+	0.8631	86.31%
Aromatase binding	+	0.8316	83.16%
PPAR gamma	+	0.7914	79.14%
Honey bee toxicity	-	0.6194	61.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9454	94.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	99.96%	93.10%
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.71%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.70%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.64%	91.11%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	99.54%	91.71%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	99.44%	97.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.06%	97.64%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	98.12%	91.81%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.09%	90.08%
CHEMBL1293287	P14735	Insulin-degrading enzyme	98.01%	88.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.91%	94.45%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	97.90%	96.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	97.79%	85.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.77%	88.56%
CHEMBL3837	P07711	Cathepsin L	97.52%	96.61%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	97.08%	90.24%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	96.96%	96.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	96.39%	95.50%
CHEMBL2535	P11166	Glucose transporter	96.37%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	96.31%	90.20%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	95.70%	96.90%
CHEMBL236	P41143	Delta opioid receptor	95.60%	99.35%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.47%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	95.19%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	95.16%	94.75%
CHEMBL4071	P08311	Cathepsin G	95.12%	94.64%
CHEMBL1801	P00747	Plasminogen	94.79%	92.44%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	94.68%	92.32%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.59%	98.05%
CHEMBL2821	P00748	Coagulation factor XII	93.79%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.79%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.53%	97.09%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	93.26%	82.86%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.84%	95.00%
CHEMBL233	P35372	Mu opioid receptor	92.21%	97.93%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.00%	98.33%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	91.95%	99.09%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	91.84%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.74%	99.17%
CHEMBL1075317	P61964	WD repeat-containing protein 5	91.60%	96.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.59%	95.50%
CHEMBL1980	Q14524	Sodium channel protein type V alpha subunit	91.20%	92.50%
CHEMBL255	P29275	Adenosine A2b receptor	90.61%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	90.30%	90.17%
CHEMBL1914	P06276	Butyrylcholinesterase	89.76%	95.00%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	89.52%	96.28%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.41%	94.62%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.05%	83.10%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.07%	100.00%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	87.58%	98.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.82%	95.89%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	85.87%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.67%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.64%	97.29%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.50%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.14%	96.47%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.08%	96.69%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	84.72%	96.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.96%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.60%	99.23%
CHEMBL220	P22303	Acetylcholinesterase	83.01%	94.45%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.95%	91.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.89%	95.83%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	82.23%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.22%	91.19%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.12%	96.25%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	82.02%	94.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.81%	89.67%
CHEMBL3891	P07384	Calpain 1	81.41%	93.04%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.19%	89.33%
CHEMBL3176	O43603	Galanin receptor 2	81.14%	98.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.44%	93.00%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	80.10%	98.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.00%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16129721
• LOTUS: LTS0056209
• wikiData: Q104389490