1-[2-[[3-(3-Chloro-4-hydroxyphenyl)-2-hydroxypropanoyl]amino]-4-methylpentanoyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide

Details

• Internal ID: f9f9a69f-0a6b-49f7-b48d-8c24a74bb9ec
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Leucine and derivatives
• IUPAC Name: 1-[2-[[3-(3-chloro-4-hydroxyphenyl)-2-hydroxypropanoyl]amino]-4-methylpentanoyl]-6-hydroxy-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxamide
• SMILES (Canonical): CC(C)CC(C(=O)N1C2CC(CCC2CC1C(=O)N)O)NC(=O)C(CC3=CC(=C(C=C3)O)Cl)O
• SMILES (Isomeric): CC(C)CC(C(=O)N1C2CC(CCC2CC1C(=O)N)O)NC(=O)C(CC3=CC(=C(C=C3)O)Cl)O
• InChI: InChI=1S/C24H34ClN3O6/c1-12(2)7-17(27-23(33)21(31)9-13-3-6-20(30)16(25)8-13)24(34)28-18-11-15(29)5-4-14(18)10-19(28)22(26)32/h3,6,8,12,14-15,17-19,21,29-31H,4-5,7,9-11H2,1-2H3,(H2,26,32)(H,27,33)
• InChI Key: JEQFQALMOOSYPM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₄ClN₃O₆
• Molecular Weight: 496.00 g/mol
• Exact Mass: 495.2136135 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.8341	83.41%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6470	64.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8640	86.40%
BSEP inhibitior	+	0.6791	67.91%
P-glycoprotein inhibitior	-	0.5180	51.80%
P-glycoprotein substrate	+	0.8054	80.54%
CYP3A4 substrate	+	0.7004	70.04%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	-	0.7733	77.33%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7778	77.78%
CYP2C19 inhibition	-	0.5910	59.10%
CYP2D6 inhibition	-	0.8424	84.24%
CYP1A2 inhibition	-	0.8013	80.13%
CYP2C8 inhibition	-	0.5752	57.52%
CYP inhibitory promiscuity	-	0.6605	66.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7510	75.10%
Carcinogenicity (trinary)	Non-required	0.5281	52.81%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9724	97.24%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6489	64.89%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.5179	51.79%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8283	82.83%
Acute Oral Toxicity (c)	III	0.6783	67.83%
Estrogen receptor binding	+	0.6911	69.11%
Androgen receptor binding	+	0.7164	71.64%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	+	0.6136	61.36%
Aromatase binding	+	0.5219	52.19%
PPAR gamma	+	0.6092	60.92%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5505	55.05%
Fish aquatic toxicity	+	0.9549	95.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.45%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.16%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.84%	94.45%
CHEMBL3837	P07711	Cathepsin L	96.39%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	95.58%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.47%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.46%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.22%	97.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.91%	92.29%
CHEMBL204	P00734	Thrombin	91.90%	96.01%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.87%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.56%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.08%	97.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.54%	99.15%
CHEMBL340	P08684	Cytochrome P450 3A4	88.33%	91.19%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.17%	97.21%
CHEMBL236	P41143	Delta opioid receptor	87.92%	99.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.75%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.66%	95.89%
CHEMBL5028	O14672	ADAM10	86.14%	97.50%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.40%	89.62%
CHEMBL2514	O95665	Neurotensin receptor 2	84.81%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.57%	85.11%
CHEMBL238	Q01959	Dopamine transporter	84.01%	95.88%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.33%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.83%	91.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.80%	95.58%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.69%	98.05%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.02%	90.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.40%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.25%	96.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.32%	97.50%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.21%	95.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162953255
• LOTUS: LTS0224312
• wikiData: Q104169447