(-)-Allosedamine

Details

• Internal ID: ad9b265a-7207-4d92-9a58-7d1a3812eb9e
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: (1R)-2-[(2S)-1-methylpiperidin-2-yl]-1-phenylethanol
• SMILES (Canonical): CN1CCCCC1CC(C2=CC=CC=C2)O
• SMILES (Isomeric): CN1CCCC[C@H]1C[C@H](C2=CC=CC=C2)O
• InChI: InChI=1S/C14H21NO/c1-15-10-6-5-9-13(15)11-14(16)12-7-3-2-4-8-12/h2-4,7-8,13-14,16H,5-6,9-11H2,1H3/t13-,14+/m0/s1
• InChI Key: GOWRYACIDZSIHI-UONOGXRCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₁NO
• Molecular Weight: 219.32 g/mol
• Exact Mass: 219.162314293 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• SCHEMBL23415178
• 497-89-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	+	0.9589	95.89%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5988	59.88%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9610	96.10%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.8000	80.00%
BSEP inhibitior	-	0.8706	87.06%
P-glycoprotein inhibitior	-	0.9862	98.62%
P-glycoprotein substrate	-	0.7028	70.28%
CYP3A4 substrate	-	0.6447	64.47%
CYP2C9 substrate	-	0.6306	63.06%
CYP2D6 substrate	+	0.7717	77.17%
CYP3A4 inhibition	-	0.9453	94.53%
CYP2C9 inhibition	-	0.9399	93.99%
CYP2C19 inhibition	-	0.8664	86.64%
CYP2D6 inhibition	+	0.7743	77.43%
CYP1A2 inhibition	-	0.6052	60.52%
CYP2C8 inhibition	-	0.9675	96.75%
CYP inhibitory promiscuity	-	0.9784	97.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9890	98.90%
Skin irritation	-	0.5192	51.92%
Skin corrosion	+	0.5467	54.67%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4764	47.64%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.6631	66.31%
skin sensitisation	-	0.8659	86.59%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9552	95.52%
Acute Oral Toxicity (c)	III	0.6744	67.44%
Estrogen receptor binding	-	0.7083	70.83%
Androgen receptor binding	-	0.8348	83.48%
Thyroid receptor binding	-	0.7367	73.67%
Glucocorticoid receptor binding	-	0.7354	73.54%
Aromatase binding	-	0.8153	81.53%
PPAR gamma	-	0.8364	83.64%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.6365	63.65%

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	98.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.85%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.84%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.66%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.46%	97.25%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.20%	93.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.94%	93.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.31%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	81.52%	83.82%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.22%	96.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.61%	100.00%
CHEMBL240	Q12809	HERG	80.34%	89.76%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.05%	90.71%

Plants that contains it

• Phedimus aizoon

Cross-Links

• PubChem: 11106868
• NPASS: NPC198226