N-methyltyrosyl-N-methyltyrosyl-leucyl-alanine

Details

• Internal ID: 1b688f1c-6512-4f69-88f2-f6aa5840fd45
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-3-(4-hydroxyphenyl)-2-[[(2S)-3-(4-hydroxyphenyl)-2-(methylamino)propanoyl]-methylamino]propanoyl]amino]-4-methylpentanoyl]amino]propanoic acid
• SMILES (Canonical): CC(C)CC(C(=O)NC(C)C(=O)O)NC(=O)C(CC1=CC=C(C=C1)O)N(C)C(=O)C(CC2=CC=C(C=C2)O)NC
• SMILES (Isomeric): C[C@@H](C(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC1=CC=C(C=C1)O)N(C)C(=O)[C@H](CC2=CC=C(C=C2)O)NC
• InChI: InChI=1S/C29H40N4O7/c1-17(2)14-23(26(36)31-18(3)29(39)40)32-27(37)25(16-20-8-12-22(35)13-9-20)33(5)28(38)24(30-4)15-19-6-10-21(34)11-7-19/h6-13,17-18,23-25,30,34-35H,14-16H2,1-5H3,(H,31,36)(H,32,37)(H,39,40)/t18-,23-,24-,25-/m0/s1
• InChI Key: RMTBEJIJFWZNPI-MGKKLRQFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀N₄O₇
• Molecular Weight: 556.60 g/mol
• Exact Mass: 556.28969963 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 14

Synonyms

• SCHEMBL17866908
• N-Methyl-L-Tyr-N-methyl-L-Tyr-L-Leu-L-Ala-OH

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8584	85.84%
Caco-2	-	0.8189	81.89%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5892	58.92%
OATP2B1 inhibitior	-	0.5704	57.04%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8899	88.99%
BSEP inhibitior	+	0.8655	86.55%
P-glycoprotein inhibitior	+	0.7331	73.31%
P-glycoprotein substrate	+	0.8112	81.12%
CYP3A4 substrate	+	0.5943	59.43%
CYP2C9 substrate	-	0.6178	61.78%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.6233	62.33%
CYP2C9 inhibition	-	0.8060	80.60%
CYP2C19 inhibition	-	0.7411	74.11%
CYP2D6 inhibition	-	0.8512	85.12%
CYP1A2 inhibition	-	0.8619	86.19%
CYP2C8 inhibition	-	0.7448	74.48%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7253	72.53%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9518	95.18%
Skin irritation	-	0.8279	82.79%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5410	54.10%
skin sensitisation	-	0.8975	89.75%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8337	83.37%
Nephrotoxicity	-	0.6927	69.27%
Acute Oral Toxicity (c)	III	0.6733	67.33%
Estrogen receptor binding	+	0.6830	68.30%
Androgen receptor binding	+	0.7155	71.55%
Thyroid receptor binding	+	0.6299	62.99%
Glucocorticoid receptor binding	+	0.7252	72.52%
Aromatase binding	+	0.5221	52.21%
PPAR gamma	+	0.7064	70.64%
Honey bee toxicity	-	0.8206	82.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9739	97.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.75%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.62%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	93.92%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.21%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.53%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.36%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.73%	93.10%
CHEMBL2514	O95665	Neurotensin receptor 2	90.65%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.43%	92.29%
CHEMBL221	P23219	Cyclooxygenase-1	90.21%	90.17%
CHEMBL268	P43235	Cathepsin K	89.99%	96.85%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	87.94%	92.80%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.51%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	87.50%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.00%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.72%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	84.52%	83.82%
CHEMBL1944	P08473	Neprilysin	84.02%	92.63%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.09%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.49%	91.19%
CHEMBL242	Q92731	Estrogen receptor beta	81.77%	98.35%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.18%	85.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.95%	93.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.92%	96.90%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.41%	85.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.22%	97.23%

Plants that contains it

• Aglaia spectabilis
• Clibadium pentaneuron
• Coespeletia thyrsiformis f. marcanoi
• Croton bonplandianus
• Croton californicus
• Culcitium canescens
• Cymbopogon nardus
• Dendrobium rotundatum
• Malva verticillata
• Nolina erumpens
• Petasites paradoxus
• Philotheca fitzgeraldii
• Piptolepis leptospermoides
• Ratibida latipalearis
• Toxicodendron succedaneum
• Weddellina squamulosa

Cross-Links

• PubChem: 10370475
• NPASS: NPC208201
• LOTUS: LTS0099380
• wikiData: Q77570725