(2s,5s)-2,5-Dibenzyl-1,4-dimethylpiperazine

Details

• Internal ID: f8a34e39-c1e6-4afb-81f9-fafd6c22b491
• Taxonomy: Organic nitrogen compounds > Organonitrogen compounds > Amines > Aralkylamines
• IUPAC Name: (2S,5S)-2,5-dibenzyl-1,4-dimethylpiperazine
• SMILES (Canonical): CN1CC(N(CC1CC2=CC=CC=C2)C)CC3=CC=CC=C3
• SMILES (Isomeric): CN1C[C@@H](N(C[C@@H]1CC2=CC=CC=C2)C)CC3=CC=CC=C3
• InChI: InChI=1S/C20H26N2/c1-21-15-20(14-18-11-7-4-8-12-18)22(2)16-19(21)13-17-9-5-3-6-10-17/h3-12,19-20H,13-16H2,1-2H3/t19-,20-/m0/s1
• InChI Key: HGCOAWJFJGNIBD-PMACEKPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆N₂
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.209598838 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9174	91.74%
Caco-2	+	0.9723	97.23%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.4988	49.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9694	96.94%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.4761	47.61%
P-glycoprotein inhibitior	-	0.6854	68.54%
P-glycoprotein substrate	-	0.8095	80.95%
CYP3A4 substrate	-	0.6306	63.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.7973	79.73%
CYP3A4 inhibition	-	0.9154	91.54%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	+	0.6655	66.55%
CYP1A2 inhibition	-	0.5994	59.94%
CYP2C8 inhibition	-	0.9758	97.58%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6257	62.57%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9917	99.17%
Skin irritation	+	0.5415	54.15%
Skin corrosion	-	0.7485	74.85%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9553	95.53%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6246	62.46%
skin sensitisation	-	0.8898	88.98%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7640	76.40%
Acute Oral Toxicity (c)	III	0.6032	60.32%
Estrogen receptor binding	+	0.5325	53.25%
Androgen receptor binding	-	0.6138	61.38%
Thyroid receptor binding	-	0.6468	64.68%
Glucocorticoid receptor binding	-	0.7383	73.83%
Aromatase binding	-	0.6350	63.50%
PPAR gamma	-	0.7936	79.36%
Honey bee toxicity	-	0.9634	96.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.8443	84.43%

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	96.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.99%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.00%	96.25%
CHEMBL2327	P21452	Neurokinin 2 receptor	80.68%	98.89%

Plants that contains it

• Zanthoxylum arborescens

Cross-Links

• PubChem: 14831650
• LOTUS: LTS0244554
• wikiData: Q105027688