(2S)-N-Hydroxybenzylanabasine

Details

• Internal ID: ed78b047-8ae0-4981-a43e-9bee2403aa15
• Taxonomy: Organoheterocyclic compounds > Piperidines > Benzylpiperidines > N-benzylpiperidines
• IUPAC Name: 2-[[(2S)-2-pyridin-3-ylpiperidin-1-yl]methyl]phenol
• SMILES (Canonical): C1CCN(C(C1)C2=CN=CC=C2)CC3=CC=CC=C3O
• SMILES (Isomeric): C1CCN([C@@H](C1)C2=CN=CC=C2)CC3=CC=CC=C3O
• InChI: InChI=1S/C17H20N2O/c20-17-9-2-1-6-15(17)13-19-11-4-3-8-16(19)14-7-5-10-18-12-14/h1-2,5-7,9-10,12,16,20H,3-4,8,11,13H2/t16-/m0/s1
• InChI Key: QKGCWXDVBXIISA-INIZCTEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.157563266 g/mol
• Topological Polar Surface Area (TPSA): 36.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• (2S)-N-HYDROXYBENZYLANABASINE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.8176	81.76%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9407	94.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	-	0.5345	53.45%
P-glycoprotein inhibitior	-	0.8888	88.88%
P-glycoprotein substrate	-	0.7010	70.10%
CYP3A4 substrate	-	0.5545	55.45%
CYP2C9 substrate	-	0.5245	52.45%
CYP2D6 substrate	+	0.6466	64.66%
CYP3A4 inhibition	-	0.7114	71.14%
CYP2C9 inhibition	-	0.8022	80.22%
CYP2C19 inhibition	-	0.8030	80.30%
CYP2D6 inhibition	-	0.7847	78.47%
CYP1A2 inhibition	-	0.7940	79.40%
CYP2C8 inhibition	+	0.5083	50.83%
CYP inhibitory promiscuity	+	0.6374	63.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8817	88.17%
Skin irritation	-	0.6517	65.17%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3965	39.65%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6148	61.48%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8346	83.46%
Acute Oral Toxicity (c)	II	0.4561	45.61%
Estrogen receptor binding	+	0.5481	54.81%
Androgen receptor binding	-	0.7025	70.25%
Thyroid receptor binding	-	0.5561	55.61%
Glucocorticoid receptor binding	-	0.5669	56.69%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	+	0.5563	55.63%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.4325	43.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL308	P06493	Cyclin-dependent kinase 1	89.14%	91.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.11%	97.09%
CHEMBL1978	P11511	Cytochrome P450 19A1	88.84%	91.76%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.86%	91.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.61%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.33%	86.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.90%	96.25%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.64%	96.25%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	80.99%	87.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.85%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.38%	95.93%
CHEMBL1938212	Q9UPP1	Histone lysine demethylase PHF8	80.38%	98.33%

Plants that contains it

• Alangium chinense

Cross-Links

• PubChem: 29955678
• NPASS: NPC124542
• ChEMBL: CHEMBL2386319
• LOTUS: LTS0041497
• wikiData: Q105223092