Tylopeptin A

Details

• Internal ID: 114b42aa-b4c4-4e32-b0cd-2549dbce4d39
• Taxonomy: Organic Polymers > Polypeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2R)-2-[[2-[[(2S)-2-[[(2S)-2-acetamido-3-(1H-indol-3-yl)propanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylbutanoyl]amino]propanoyl]amino]-N-[(2S)-1-[[1-[[(2S)-1-[[1-[[(2S)-1-[[(2S)-1-[[1-[[(2S)-5-amino-1-[[(2S)-1-hydroxy-4-methylpentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]pentanediamide
• SMILES (Canonical): CCC(C)(C(=O)NC(C)C(=O)NC(CCC(=O)N)C(=O)NC(C)C(=O)NC(C)(C)C(=O)NC(CO)C(=O)NC(C)(C)C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)CO)NC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(CC1=CNC2=CC=CC=C21)NC(=O)C
• SMILES (Isomeric): CC[C@](C)(C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](C)C(=O)NC(C)(C)C(=O)N[C@@H](CO)C(=O)NC(C)(C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(C)C)CO)NC(=O)C(C)(C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC1=CNC2=CC=CC=C21)NC(=O)C
• InChI: InChI=1S/C73H120N18O19/c1-21-73(20,91-67(109)72(18,19)90-63(105)54(38(6)7)86-60(102)50(80-42(11)94)32-43-33-76-46-25-23-22-24-45(43)46)68(110)79-40(9)55(97)82-47(26-28-52(74)95)58(100)77-41(10)57(99)87-70(14,15)66(108)85-51(35-93)62(104)89-69(12,13)64(106)78-39(8)56(98)83-49(31-37(4)5)61(103)88-71(16,17)65(107)84-48(27-29-53(75)96)59(101)81-44(34-92)30-36(2)3/h22-25,33,36-41,44,47-51,54,76,92-93H,21,26-32,34-35H2,1-20H3,(H2,74,95)(H2,75,96)(H,77,100)(H,78,106)(H,79,110)(H,80,94)(H,81,101)(H,82,97)(H,83,98)(H,84,107)(H,85,108)(H,86,102)(H,87,99)(H,88,103)(H,89,104)(H,90,105)(H,91,109)/t39-,40-,41-,44-,47-,48-,49-,50-,51-,54-,73+/m0/s1
• InChI Key: ZXSAQOASWXTEMJ-SYWGTLAGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₃H₁₂₀N₁₈O₁₉
• Molecular Weight: 1553.80 g/mol
• Exact Mass: 1552.89771367 g/mol
• Topological Polar Surface Area (TPSA): 579.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -3.23
• H-Bond Acceptor: 19
• H-Bond Donor: 20
• Rotatable Bonds: 45

Synonyms

• CHEMBL4218174

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9630	96.30%
Caco-2	-	0.8615	86.15%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4766	47.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8542	85.42%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.7699	76.99%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9656	96.56%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8925	89.25%
CYP3A4 substrate	+	0.7307	73.07%
CYP2C9 substrate	-	0.6172	61.72%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.6704	67.04%
CYP2C9 inhibition	-	0.8094	80.94%
CYP2C19 inhibition	-	0.7504	75.04%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.7925	79.25%
CYP2C8 inhibition	+	0.6992	69.92%
CYP inhibitory promiscuity	-	0.8199	81.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7929	79.29%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7019	70.19%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5762	57.62%
skin sensitisation	-	0.8663	86.63%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6467	64.67%
Acute Oral Toxicity (c)	III	0.6221	62.21%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	+	0.7481	74.81%
Glucocorticoid receptor binding	+	0.8144	81.44%
Aromatase binding	+	0.8061	80.61%
PPAR gamma	+	0.7843	78.43%
Honey bee toxicity	-	0.7279	72.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.6440	64.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.93%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.80%	91.11%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.09%	97.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	95.55%	100.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	95.51%	83.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.61%	93.56%
CHEMBL259	P32245	Melanocortin receptor 4	94.36%	95.38%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	94.10%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.39%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.80%	97.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.20%	96.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.75%	98.05%
CHEMBL255	P29275	Adenosine A2b receptor	90.69%	98.59%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.61%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	89.41%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.35%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.18%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.09%	98.75%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	88.85%	96.28%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.11%	89.62%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.96%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.96%	96.90%
CHEMBL3176	O43603	Galanin receptor 2	87.69%	98.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.96%	96.47%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	86.84%	92.80%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	86.76%	98.94%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	85.42%	98.33%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.29%	91.81%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.80%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	84.19%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.17%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.98%	97.14%
CHEMBL5028	O14672	ADAM10	82.37%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.93%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.16%	90.17%
CHEMBL2514	O95665	Neurotensin receptor 2	80.99%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.68%	88.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.08%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10080246
• LOTUS: LTS0038336
• wikiData: Q77383480