[(2R)-2-methyl-1-(2-oxooxolan-3-yl)pentyl] (2R)-2-[[(2S)-2-[[(E)-4-amino-4-oxobut-2-enoyl]amino]propanoyl]amino]-3-methylbutanoate

Details

• Internal ID: cccdd273-fe7e-4f51-804d-2ed131932d35
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: [(2R)-2-methyl-1-(2-oxooxolan-3-yl)pentyl] (2R)-2-[[(2S)-2-[[(E)-4-amino-4-oxobut-2-enoyl]amino]propanoyl]amino]-3-methylbutanoate
• SMILES (Canonical): CCCC(C)C(C1CCOC1=O)OC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C=CC(=O)N
• SMILES (Isomeric): CCC[C@@H](C)C(C1CCOC1=O)OC(=O)[C@@H](C(C)C)NC(=O)[C@H](C)NC(=O)/C=C/C(=O)N
• InChI: InChI=1S/C22H35N3O7/c1-6-7-13(4)19(15-10-11-31-21(15)29)32-22(30)18(12(2)3)25-20(28)14(5)24-17(27)9-8-16(23)26/h8-9,12-15,18-19H,6-7,10-11H2,1-5H3,(H2,23,26)(H,24,27)(H,25,28)/b9-8+/t13-,14+,15?,18-,19?/m1/s1
• InChI Key: KFOVZWSWKKYISY-QIEFQRRKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₅N₃O₇
• Molecular Weight: 453.50 g/mol
• Exact Mass: 453.24750046 g/mol
• Topological Polar Surface Area (TPSA): 154.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.58
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9540	95.40%
Caco-2	-	0.7390	73.90%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5990	59.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9182	91.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5227	52.27%
P-glycoprotein inhibitior	+	0.6566	65.66%
P-glycoprotein substrate	+	0.7133	71.33%
CYP3A4 substrate	+	0.6244	62.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.5050	50.50%
CYP2C9 inhibition	-	0.8332	83.32%
CYP2C19 inhibition	-	0.7841	78.41%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	-	0.8032	80.32%
CYP2C8 inhibition	-	0.7118	71.18%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6323	63.23%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9422	94.22%
Skin irritation	-	0.7651	76.51%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5644	56.44%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5093	50.93%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5777	57.77%
Acute Oral Toxicity (c)	III	0.6822	68.22%
Estrogen receptor binding	+	0.6627	66.27%
Androgen receptor binding	+	0.7014	70.14%
Thyroid receptor binding	+	0.5752	57.52%
Glucocorticoid receptor binding	+	0.5977	59.77%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6939	69.39%
Honey bee toxicity	-	0.8481	84.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9002	90.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4072	P07858	Cathepsin B	98.65%	93.67%
CHEMBL230	P35354	Cyclooxygenase-2	98.40%	89.63%
CHEMBL2581	P07339	Cathepsin D	98.29%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL3837	P07711	Cathepsin L	96.69%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	96.42%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.17%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.92%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.19%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.65%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.44%	94.66%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.92%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.63%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.71%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	87.09%	90.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.04%	98.05%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.53%	98.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.10%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.95%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.40%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.32%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.21%	91.19%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.12%	96.61%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.70%	90.71%
CHEMBL299	P17252	Protein kinase C alpha	82.32%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.81%	95.56%
CHEMBL2514	O95665	Neurotensin receptor 2	80.96%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.90%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.30%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.18%	89.34%

Plants that contains it

• Rolandra fruticosa

Cross-Links

• PubChem: 162893828
• LOTUS: LTS0198525
• wikiData: Q105155317