Bamipine

Details

• Internal ID: 78cdd362-caf6-41d6-8366-6ea598d1f124
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylmethylamines > Phenylbenzamines
• IUPAC Name: N-benzyl-1-methyl-N-phenylpiperidin-4-amine
• SMILES (Canonical): CN1CCC(CC1)N(CC2=CC=CC=C2)C3=CC=CC=C3
• SMILES (Isomeric): CN1CCC(CC1)N(CC2=CC=CC=C2)C3=CC=CC=C3
• InChI: InChI=1S/C19H24N2/c1-20-14-12-19(13-15-20)21(18-10-6-3-7-11-18)16-17-8-4-2-5-9-17/h2-11,19H,12-16H2,1H3
• InChI Key: VZSXTYKGYWISGQ-UHFFFAOYSA-N
• Popularity: 89 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.193948774 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.79
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 4945-47-5
• Piperamine
• bamipin
• N-benzyl-1-methyl-N-phenylpiperidin-4-amine
• Soventol
• Bamipina
• Bamipinum
• Tamidrine
• Bamipinum [INN-Latin]
• Bamipina [INN-Spanish]
• Bamipine [INN:BAN:DCF]
• 4-(N-Benzylanilino)-1-methylpiperidine
• Piperidine, 4-(N-benzyl-N-phenylamino)-1-methyl-
• EINECS 225-587-2
• 4-(N-Benzyl-N-phenylamino)-1-methylpiperidine
• BRN 0252193
• taumidrine
• UNII-Y6BHZ28O92
• bamipine citrate
• Y6BHZ28O92
• DTXSID5057751
• Bamipine (INN)
• 1-Methyl-N-phenyl-N-(phenylmethyl)-4-piperidinamine
• 4-Piperidinamine, 1-methyl-N-phenyl-N-(phenylmethyl)-
• N-Phenyl-N-benzyl-4-amino-1-methyl-piperidin [German]
• BAMIPINE [INN]
• N-Phenyl-N-benzyl-4-amino-1-methyl-piperidin
• 5-22-08-00036 (Beilstein Handbook Reference)
• bamipine dihydrochloride hydrate
• BAMIPINE [MI]
• BAMIPINE [MART.]
• BAMIPINE [WHO-DD]
• Bamipine [BAN:DCF:INN]
• SCHEMBL29626
• CHEMBL520400
• DTXCID6031540
• CHEBI:135165
• VZSXTYKGYWISGQ-UHFFFAOYSA-N
• Tox21_113882
• 4-N-benzylanilino-1-methylpiperidine
• AB8207
• MFCD00797515
• AKOS015960825
• DB13489
• NCGC00253769-01
• AS-44879
• CAS-4945-47-5
• LS-114300
• Piperidine, 4-(N-benzylanilino)-1-methyl-
• D07197
• N-Benzyl-1-methyl-N-phenyl-4-piperidinamine #
• N-Phenyl-N-benzyl-4-amino-1-methyl-piperidine
• Q4853502

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9228	92.28%
Caco-2	+	0.9666	96.66%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.4075	40.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9604	96.04%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	+	0.7482	74.82%
P-glycoprotein inhibitior	-	0.8954	89.54%
P-glycoprotein substrate	-	0.5839	58.39%
CYP3A4 substrate	-	0.5069	50.69%
CYP2C9 substrate	+	0.7574	75.74%
CYP2D6 substrate	+	0.7492	74.92%
CYP3A4 inhibition	-	0.9281	92.81%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.6497	64.97%
CYP2D6 inhibition	+	0.8957	89.57%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.8931	89.31%
CYP inhibitory promiscuity	-	0.7135	71.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6496	64.96%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9865	98.65%
Skin irritation	-	0.5157	51.57%
Skin corrosion	-	0.8017	80.17%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8928	89.28%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5391	53.91%
skin sensitisation	-	0.8997	89.97%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8427	84.27%
Acute Oral Toxicity (c)	III	0.7327	73.27%
Estrogen receptor binding	-	0.7947	79.47%
Androgen receptor binding	-	0.6514	65.14%
Thyroid receptor binding	-	0.5823	58.23%
Glucocorticoid receptor binding	-	0.9327	93.27%
Aromatase binding	+	0.5502	55.02%
PPAR gamma	-	0.5113	51.13%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	+	0.9079	90.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.34%	96.09%
CHEMBL240	Q12809	HERG	97.91%	89.76%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	93.05%	81.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.95%	95.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	90.69%	96.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.82%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.38%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.25%	90.17%
CHEMBL4072	P07858	Cathepsin B	84.20%	93.67%
CHEMBL274	P51681	C-C chemokine receptor type 5	84.05%	98.77%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.55%	85.83%
CHEMBL228	P31645	Serotonin transporter	83.11%	95.51%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.51%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.21%	97.50%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.08%	93.81%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.56%	95.83%

Plants that contains it

• Piper hispidum
• Piper nigrum
• Piper retrofractum

Cross-Links

• PubChem: 72075
• NPASS: NPC291610
• LOTUS: LTS0102699
• wikiData: Q4853502