(3S)-3-[(4R,5R)-2-(5-chloro-2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]-3-hydroxypropanoic acid

Details

• Internal ID: bfbb5b30-f824-4745-9ec7-9b8b5c7decc0
• Taxonomy: Benzenoids > Phenols > Halophenols > Chlorophenols > P-chlorophenols
• IUPAC Name: (3S)-3-[(4R,5R)-2-(5-chloro-2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]-3-hydroxypropanoic acid
• SMILES (Canonical): CC1C(N=C(O1)C2=C(C=CC(=C2)Cl)O)C(CC(=O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](N=C(O1)C2=C(C=CC(=C2)Cl)O)[C@H](CC(=O)O)O
• InChI: InChI=1S/C13H14ClNO5/c1-6-12(10(17)5-11(18)19)15-13(20-6)8-4-7(14)2-3-9(8)16/h2-4,6,10,12,16-17H,5H2,1H3,(H,18,19)/t6-,10+,12+/m1/s1
• InChI Key: ZFAIHGMUJXZHDW-HUABCPSTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄ClNO₅
• Molecular Weight: 299.70 g/mol
• Exact Mass: 299.0560502 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	-	0.6869	68.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7063	70.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7931	79.31%
P-glycoprotein inhibitior	-	0.9408	94.08%
P-glycoprotein substrate	-	0.8785	87.85%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.7498	74.98%
CYP2C9 inhibition	-	0.7697	76.97%
CYP2C19 inhibition	-	0.6405	64.05%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	-	0.5621	56.21%
CYP2C8 inhibition	-	0.7343	73.43%
CYP inhibitory promiscuity	+	0.5450	54.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6412	64.12%
Carcinogenicity (trinary)	Non-required	0.5115	51.15%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.7888	78.88%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5952	59.52%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.7280	72.80%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7409	74.09%
Acute Oral Toxicity (c)	III	0.6454	64.54%
Estrogen receptor binding	+	0.6278	62.78%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	-	0.5068	50.68%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.6039	60.39%
PPAR gamma	+	0.5507	55.07%
Honey bee toxicity	-	0.9232	92.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6805	68.05%
Fish aquatic toxicity	-	0.4040	40.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.59%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.45%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	93.93%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.68%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.14%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.05%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.69%	91.19%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.63%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683268
• LOTUS: LTS0062724
• wikiData: Q105373952