2-[[3-hydroxy-4-[[2-[4-(4-hydroxyphenyl)butanoylamino]-5-[[N'-(3-methylbut-2-enyl)carbamimidoyl]amino]pentanoyl]amino]-5-phenylpentanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid

Details

• Internal ID: 17dac1e1-627f-4ee1-84ad-971feef9591e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 2-[[3-hydroxy-4-[[2-[4-(4-hydroxyphenyl)butanoylamino]-5-[[N'-(3-methylbut-2-enyl)carbamimidoyl]amino]pentanoyl]amino]-5-phenylpentanoyl]amino]-3-(4-hydroxyphenyl)propanoic acid
• SMILES (Canonical): CC(=CCN=C(N)NCCCC(C(=O)NC(CC1=CC=CC=C1)C(CC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O)O)NC(=O)CCCC3=CC=C(C=C3)O)C
• SMILES (Isomeric): CC(=CCN=C(N)NCCCC(C(=O)NC(CC1=CC=CC=C1)C(CC(=O)NC(CC2=CC=C(C=C2)O)C(=O)O)O)NC(=O)CCCC3=CC=C(C=C3)O)C
• InChI: InChI=1S/C41H54N6O8/c1-27(2)21-23-44-41(42)43-22-7-11-33(45-37(51)12-6-10-28-13-17-31(48)18-14-28)39(53)47-34(24-29-8-4-3-5-9-29)36(50)26-38(52)46-35(40(54)55)25-30-15-19-32(49)20-16-30/h3-5,8-9,13-21,33-36,48-50H,6-7,10-12,22-26H2,1-2H3,(H,45,51)(H,46,52)(H,47,53)(H,54,55)(H3,42,43,44)
• InChI Key: QNUNSWNHYZFQQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₄N₆O₈
• Molecular Weight: 758.90 g/mol
• Exact Mass: 758.40031270 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 8
• H-Bond Donor: 9
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8693	86.93%
Caco-2	-	0.8812	88.12%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	+	0.5627	56.27%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6088	60.88%
BSEP inhibitior	+	0.9678	96.78%
P-glycoprotein inhibitior	+	0.7542	75.42%
P-glycoprotein substrate	+	0.8525	85.25%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8118	81.18%
CYP3A4 inhibition	-	0.9149	91.49%
CYP2C9 inhibition	-	0.8392	83.92%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.8583	85.83%
CYP1A2 inhibition	-	0.8404	84.04%
CYP2C8 inhibition	+	0.6515	65.15%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3888	38.88%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6282	62.82%
Acute Oral Toxicity (c)	III	0.6400	64.00%
Estrogen receptor binding	+	0.7946	79.46%
Androgen receptor binding	+	0.7720	77.20%
Thyroid receptor binding	+	0.5576	55.76%
Glucocorticoid receptor binding	+	0.5734	57.34%
Aromatase binding	+	0.5293	52.93%
PPAR gamma	+	0.7335	73.35%
Honey bee toxicity	-	0.7165	71.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9552	95.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.40%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	99.12%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	98.97%	90.20%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.86%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	93.14%	95.50%
CHEMBL2514	O95665	Neurotensin receptor 2	93.02%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	92.83%	100.00%
CHEMBL2535	P11166	Glucose transporter	92.34%	98.75%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	91.62%	96.67%
CHEMBL236	P41143	Delta opioid receptor	91.36%	99.35%
CHEMBL3401	O75469	Pregnane X receptor	91.34%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.29%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	91.12%	97.23%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.85%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.81%	95.58%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.60%	97.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.67%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.17%	90.17%
CHEMBL3891	P07384	Calpain 1	88.81%	93.04%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.27%	85.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.96%	94.62%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	87.75%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.69%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.42%	92.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.39%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.20%	95.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.39%	96.95%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.08%	95.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.78%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.64%	93.56%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	85.61%	89.33%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	85.47%	96.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.66%	93.10%
CHEMBL340	P08684	Cytochrome P450 3A4	80.71%	91.19%
CHEMBL3837	P07711	Cathepsin L	80.64%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.45%	96.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.23%	98.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.08%	86.33%

Plants that contains it

• Zanthoxylum schinifolium

Cross-Links

• PubChem: 75995903
• LOTUS: LTS0132484
• wikiData: Q104993857