(E,2R)-1-[(2R)-1-methylpyrrolidin-2-yl]-6-phenylhex-5-en-2-ol

Details

• Internal ID: 49ddf449-e764-46a6-b548-e7467ffa8acb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (E,2R)-1-[(2R)-1-methylpyrrolidin-2-yl]-6-phenylhex-5-en-2-ol
• SMILES (Canonical): CN1CCCC1CC(CCC=CC2=CC=CC=C2)O
• SMILES (Isomeric): CN1CCC[C@@H]1C[C@@H](CC/C=C/C2=CC=CC=C2)O
• InChI: InChI=1S/C17H25NO/c1-18-13-7-11-16(18)14-17(19)12-6-5-10-15-8-3-2-4-9-15/h2-5,8-10,16-17,19H,6-7,11-14H2,1H3/b10-5+/t16-,17-/m1/s1
• InChI Key: WKXFBVJTZFLUBO-AVTSYZAUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO
• Molecular Weight: 259.40 g/mol
• Exact Mass: 259.193614421 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.9019	90.19%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3880	38.80%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.7264	72.64%
P-glycoprotein inhibitior	-	0.8448	84.48%
P-glycoprotein substrate	-	0.6004	60.04%
CYP3A4 substrate	-	0.5333	53.33%
CYP2C9 substrate	-	0.5641	56.41%
CYP2D6 substrate	+	0.6434	64.34%
CYP3A4 inhibition	-	0.9705	97.05%
CYP2C9 inhibition	-	0.9451	94.51%
CYP2C19 inhibition	-	0.8252	82.52%
CYP2D6 inhibition	-	0.6368	63.68%
CYP1A2 inhibition	-	0.7900	79.00%
CYP2C8 inhibition	-	0.9525	95.25%
CYP inhibitory promiscuity	-	0.9696	96.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6350	63.50%
Eye corrosion	-	0.9708	97.08%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.5692	56.92%
Skin corrosion	-	0.5179	51.79%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6445	64.45%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6416	64.16%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.9396	93.96%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	+	0.5582	55.82%
Androgen receptor binding	-	0.6593	65.93%
Thyroid receptor binding	-	0.6071	60.71%
Glucocorticoid receptor binding	-	0.8450	84.50%
Aromatase binding	-	0.6820	68.20%
PPAR gamma	-	0.6534	65.34%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7013	70.13%

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	96.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.03%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL240	Q12809	HERG	89.49%	89.76%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.66%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.77%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.45%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.01%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.69%	96.25%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.19%	91.43%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.63%	89.62%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.25%	98.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.96%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.90%	100.00%

Plants that contains it

• Darlingia darlingiana

Cross-Links

• PubChem: 163185836
• LOTUS: LTS0222747
• wikiData: Q105128969