2-[[(2S)-2-[[(4S)-2-(6-chloro-4-hydroxy-1-methylindol-3-yl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]-2-[(2R)-pyrrolidin-2-yl]acetyl]amino]-3-hydroxy-2-methylpropanoic acid

Details

• Internal ID: 3fdd8a26-9310-4480-ae61-409ae5d6243a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: 2-[[(2S)-2-[[(4S)-2-(6-chloro-4-hydroxy-1-methylindol-3-yl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]-2-[(2R)-pyrrolidin-2-yl]acetyl]amino]-3-hydroxy-2-methylpropanoic acid
• SMILES (Canonical): CC1(COC(=N1)C2=CN(C3=C2C(=CC(=C3)Cl)O)C)C(=O)NC(C4CCCN4)C(=O)NC(C)(CO)C(=O)O
• SMILES (Isomeric): C[C@]1(COC(=N1)C2=CN(C3=C2C(=CC(=C3)Cl)O)C)C(=O)N[C@@H]([C@H]4CCCN4)C(=O)NC(C)(CO)C(=O)O
• InChI: InChI=1S/C24H30ClN5O7/c1-23(10-31,22(35)36)28-19(33)18(14-5-4-6-26-14)27-21(34)24(2)11-37-20(29-24)13-9-30(3)15-7-12(25)8-16(32)17(13)15/h7-9,14,18,26,31-32H,4-6,10-11H2,1-3H3,(H,27,34)(H,28,33)(H,35,36)/t14-,18+,23?,24+/m1/s1
• InChI Key: DNRWOARHBKGXQM-NMKZSIDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀ClN₅O₇
• Molecular Weight: 536.00 g/mol
• Exact Mass: 535.1833760 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8582	85.82%
Caco-2	-	0.8292	82.92%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4652	46.52%
OATP2B1 inhibitior	-	0.7112	71.12%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8240	82.40%
P-glycoprotein inhibitior	+	0.5800	58.00%
P-glycoprotein substrate	+	0.8048	80.48%
CYP3A4 substrate	+	0.7229	72.29%
CYP2C9 substrate	-	0.7897	78.97%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.6824	68.24%
CYP2C19 inhibition	-	0.7049	70.49%
CYP2D6 inhibition	-	0.7781	77.81%
CYP1A2 inhibition	-	0.6948	69.48%
CYP2C8 inhibition	+	0.6744	67.44%
CYP inhibitory promiscuity	-	0.8087	80.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5780	57.80%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4762	47.62%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5772	57.72%
skin sensitisation	-	0.8460	84.60%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6305	63.05%
Acute Oral Toxicity (c)	III	0.5904	59.04%
Estrogen receptor binding	+	0.6751	67.51%
Androgen receptor binding	+	0.7128	71.28%
Thyroid receptor binding	+	0.6613	66.13%
Glucocorticoid receptor binding	+	0.6554	65.54%
Aromatase binding	+	0.6612	66.12%
PPAR gamma	+	0.6581	65.81%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8451	84.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.66%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.52%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.79%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.21%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	93.67%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.60%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.39%	85.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.67%	92.88%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.57%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.00%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.93%	99.15%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	88.08%	96.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.91%	98.05%
CHEMBL3384	Q16512	Protein kinase N1	86.87%	80.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.78%	96.90%
CHEMBL5028	O14672	ADAM10	86.49%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.19%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.68%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.62%	95.71%
CHEMBL1873	P00750	Tissue-type plasminogen activator	84.61%	93.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.75%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.02%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.95%	94.73%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.12%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.46%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.21%	90.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.15%	85.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.00%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587554
• LOTUS: LTS0244089
• wikiData: Q77569027