(2S)-2-[[(2R)-2-[[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]propanoyl]amino]-3-hydroxypropanoic acid

Details

• Internal ID: 71e4043a-f6d9-4655-9a9b-f309d960346a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2R)-2-[[(4S)-2-(6-chloro-4-hydroxy-1,5-dimethylindol-3-yl)-4-methyl-5H-1,3-oxazole-4-carbonyl]amino]propanoyl]amino]-3-hydroxypropanoic acid
• SMILES (Canonical): CC1=C(C=C2C(=C1O)C(=CN2C)C3=NC(CO3)(C)C(=O)NC(C)C(=O)NC(CO)C(=O)O)Cl
• SMILES (Isomeric): CC1=C(C=C2C(=C1O)C(=CN2C)C3=N[C@](CO3)(C)C(=O)N[C@H](C)C(=O)N[C@@H](CO)C(=O)O)Cl
• InChI: InChI=1S/C21H25ClN4O7/c1-9-12(22)5-14-15(16(9)28)11(6-26(14)4)18-25-21(3,8-33-18)20(32)23-10(2)17(29)24-13(7-27)19(30)31/h5-6,10,13,27-28H,7-8H2,1-4H3,(H,23,32)(H,24,29)(H,30,31)/t10-,13+,21+/m1/s1
• InChI Key: OTAMFIXIIUUMKV-NDRLBQGXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅ClN₄O₇
• Molecular Weight: 480.90 g/mol
• Exact Mass: 480.1411768 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9161	91.61%
Caco-2	-	0.7910	79.10%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5456	54.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6670	66.70%
P-glycoprotein inhibitior	-	0.5717	57.17%
P-glycoprotein substrate	+	0.6995	69.95%
CYP3A4 substrate	+	0.6642	66.42%
CYP2C9 substrate	-	0.7869	78.69%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.8888	88.88%
CYP2C9 inhibition	-	0.6962	69.62%
CYP2C19 inhibition	-	0.7267	72.67%
CYP2D6 inhibition	-	0.8301	83.01%
CYP1A2 inhibition	-	0.7016	70.16%
CYP2C8 inhibition	+	0.5134	51.34%
CYP inhibitory promiscuity	-	0.8563	85.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.9651	96.51%
Skin irritation	-	0.7738	77.38%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4518	45.18%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5737	57.37%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8079	80.79%
Acute Oral Toxicity (c)	III	0.5844	58.44%
Estrogen receptor binding	+	0.6289	62.89%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	+	0.7024	70.24%
Glucocorticoid receptor binding	+	0.5967	59.67%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	+	0.6504	65.04%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6067	60.67%
Fish aquatic toxicity	+	0.8697	86.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.19%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.72%	96.77%
CHEMBL230	P35354	Cyclooxygenase-2	97.38%	89.63%
CHEMBL4040	P28482	MAP kinase ERK2	96.15%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.84%	95.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.22%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.02%	92.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.15%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.76%	99.15%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	90.99%	97.88%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	90.77%	95.34%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.45%	93.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.09%	96.90%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.76%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	88.21%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.95%	90.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.74%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.24%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.18%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.58%	94.73%
CHEMBL1873	P00750	Tissue-type plasminogen activator	85.93%	93.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.89%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.28%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.68%	96.47%
CHEMBL4361	Q07820	Induced myeloid leukemia cell differentiation protein Mcl-1	81.95%	95.52%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.57%	98.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.24%	89.00%
CHEMBL5028	O14672	ADAM10	80.98%	97.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.86%	96.67%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	80.38%	92.80%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.17%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162994142
• LOTUS: LTS0265869
• wikiData: Q105199454