(2S,3R)-2-[(2S)-2-hydroxy-2-phenylethyl]piperidin-3-ol

Details

• Internal ID: e63b3848-509a-47d2-a532-f6469e5e421a
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: (2S,3R)-2-[(2S)-2-hydroxy-2-phenylethyl]piperidin-3-ol
• SMILES (Canonical): C1CC(C(NC1)CC(C2=CC=CC=C2)O)O
• SMILES (Isomeric): C1C[C@H]([C@@H](NC1)C[C@@H](C2=CC=CC=C2)O)O
• InChI: InChI=1S/C13H19NO2/c15-12-7-4-8-14-11(12)9-13(16)10-5-2-1-3-6-10/h1-3,5-6,11-16H,4,7-9H2/t11-,12+,13-/m0/s1
• InChI Key: CVYGPHPMMSHCMF-XQQFMLRXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.29 g/mol
• Exact Mass: 221.141578849 g/mol
• Topological Polar Surface Area (TPSA): 52.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9183	91.83%
Caco-2	+	0.6164	61.64%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7571	75.71%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9553	95.53%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9288	92.88%
P-glycoprotein inhibitior	-	0.9793	97.93%
P-glycoprotein substrate	-	0.8067	80.67%
CYP3A4 substrate	-	0.6230	62.30%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.7026	70.26%
CYP3A4 inhibition	-	0.9459	94.59%
CYP2C9 inhibition	-	0.9378	93.78%
CYP2C19 inhibition	-	0.9220	92.20%
CYP2D6 inhibition	+	0.6115	61.15%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	-	0.8979	89.79%
CYP inhibitory promiscuity	-	0.9546	95.46%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7454	74.54%
Eye corrosion	-	0.9534	95.34%
Eye irritation	-	0.9804	98.04%
Skin irritation	-	0.6060	60.60%
Skin corrosion	-	0.8351	83.51%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5702	57.02%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5091	50.91%
skin sensitisation	-	0.8094	80.94%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9186	91.86%
Acute Oral Toxicity (c)	III	0.6212	62.12%
Estrogen receptor binding	-	0.7239	72.39%
Androgen receptor binding	-	0.7709	77.09%
Thyroid receptor binding	-	0.6965	69.65%
Glucocorticoid receptor binding	-	0.7109	71.09%
Aromatase binding	-	0.7569	75.69%
PPAR gamma	-	0.4873	48.73%
Honey bee toxicity	-	0.8905	89.05%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.9478	94.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.62%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.47%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.20%	91.11%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.98%	93.81%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.83%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	85.37%	90.17%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	84.14%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.49%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.29%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.55%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.30%	94.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.68%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.61%	95.89%

Plants that contains it

• Sedum acre

Cross-Links

• PubChem: 21725381
• LOTUS: LTS0264722
• wikiData: Q104971086