Pericalline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	691f47b6-d502-4f6f-9499-c0b66058a483
Taxonomy	Benzenoids > Benzene and substituted derivatives > Benzazocines
IUPAC Name	(13S,14E)-14-ethylidene-12-methylidene-1,8-diazatetracyclo[11.2.2.03,11.05,9]heptadeca-3(11),4,6,9-tetraene
SMILES (Canonical)	CC=C1CN2CCC1C(=C)C3=C(C2)C=C4C=CNC4=C3
SMILES (Isomeric)	C/C=C\1/CN2CC[C@H]1C(=C)C3=C(C2)C=C4C=CNC4=C3
InChI	InChI=1S/C18H20N2/c1-3-13-10-20-7-5-16(13)12(2)17-9-18-14(4-6-19-18)8-15(17)11-20/h3-4,6,8-9,16,19H,2,5,7,10-11H2,1H3/b13-3-/t16-/m0/s1
InChI Key	YBWKMVPRGFJPHD-LELDJUSMSA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₀N₂
Molecular Weight	264.40 g/mol
Exact Mass	264.162648646 g/mol
Topological Polar Surface Area (TPSA)	19.00 Å²
XlogP	2.70
Atomic LogP (AlogP)	3.96
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	0

Synonyms

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NSC 85631

2,5-Ethano-2H-azocino(4,3-b)indole, 1,3,4,5,6,7-hexahydro-4-ethylidene-6-methylene-

4-Ethylidene-1,3,4,5,6,7-hexahydro-6-methylene-2,5-ethano-2H-azocino(4,3-b)indole

(13S,14E)-14-ethylidene-12-methylidene-1,8-diazatetracyclo[11.2.2.03,11.05,9]heptadeca-3(11),4,6,9-tetraene

2,5-Ethano-2H-azocino(4,3-b)indole, 4-ethylidene-1,3,4,5,6,7-hexahydro-6-methylene-, (R-(E))-

(E)-ethylidene(methylene)[?]

CHEMBL486306

BDBM50480310

LS-66340

Apparicine, Gomezine, Pericalline, Tabernoschizine

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.8671	86.71%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.4664	46.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4896	48.96%
P-glycoprotein inhibitior	-	0.7508	75.08%
P-glycoprotein substrate	+	0.5211	52.11%
CYP3A4 substrate	+	0.5809	58.09%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.7542	75.42%
CYP2C19 inhibition	-	0.6824	68.24%
CYP2D6 inhibition	+	0.7516	75.16%
CYP1A2 inhibition	-	0.5553	55.53%
CYP2C8 inhibition	-	0.6407	64.07%
CYP inhibitory promiscuity	+	0.6810	68.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7248	72.48%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9787	97.87%
Skin irritation	-	0.6357	63.57%
Skin corrosion	-	0.8909	89.09%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8929	89.29%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8244	82.44%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6435	64.35%
Acute Oral Toxicity (c)	II	0.4979	49.79%
Estrogen receptor binding	+	0.7378	73.78%
Androgen receptor binding	+	0.5770	57.70%
Thyroid receptor binding	+	0.5777	57.77%
Glucocorticoid receptor binding	+	0.6031	60.31%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	+	0.6518	65.18%
Honey bee toxicity	-	0.8547	85.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9747	97.47%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	93.47%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.90%	91.11%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	90.27%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.32%	95.89%
CHEMBL228	P31645	Serotonin transporter	88.75%	95.51%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.58%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.95%	93.03%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.88%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.61%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.43%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.46%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.95%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.84%	93.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.37%	82.69%
CHEMBL3384	Q16512	Protein kinase N1	83.02%	80.71%
CHEMBL4208	P20618	Proteasome component C5	82.65%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.63%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.31%	95.83%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.23%	99.18%
CHEMBL5747	Q92793	CREB-binding protein	81.75%	95.12%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.61%	85.49%
CHEMBL4158	P49327	Fatty acid synthase	80.94%	82.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Catharanthus roseus

Catharanthus trichophyllus

Schizozygia coffaeoides

Tabernaemontana africana

Tabernaemontana divaricata