Matadine

Details

• Internal ID: fdebbe94-4f7b-4609-9b10-377b653c144b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 2-[(2S)-1,2,3,4-tetrahydroindolo[2,3-a]quinolizin-2-yl]but-3-en-1-ol
• SMILES (Canonical): C=CC(CO)C1CCN2C=CC3=C4C=CC=CC4=NC3=C2C1
• SMILES (Isomeric): C=CC(CO)[C@H]1CCN2C=CC3=C4C=CC=CC4=NC3=C2C1
• InChI: InChI=1S/C19H20N2O/c1-2-13(12-22)14-7-9-21-10-8-16-15-5-3-4-6-17(15)20-19(16)18(21)11-14/h2-6,8,10,13-14,22H,1,7,9,11-12H2/t13?,14-/m0/s1
• InChI Key: HSOFUAXGWCETKK-KZUDCZAMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.157563266 g/mol
• Topological Polar Surface Area (TPSA): 38.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• NSC-645237
• NSC645237
• 2-[(2S)-1,2,3,4-tetrahydroindolo[2,3-a]quinolizin-2-yl]but-3-en-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	-	0.5994	59.94%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6394	63.94%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6992	69.92%
P-glycoprotein inhibitior	-	0.7609	76.09%
P-glycoprotein substrate	-	0.6138	61.38%
CYP3A4 substrate	+	0.5527	55.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7849	78.49%
CYP3A4 inhibition	-	0.8892	88.92%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.8039	80.39%
CYP2D6 inhibition	+	0.6579	65.79%
CYP1A2 inhibition	-	0.6025	60.25%
CYP2C8 inhibition	+	0.6644	66.44%
CYP inhibitory promiscuity	+	0.5530	55.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.9822	98.22%
Skin irritation	-	0.6312	63.12%
Skin corrosion	-	0.8282	82.82%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7328	73.28%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8067	80.67%
Acute Oral Toxicity (c)	III	0.7088	70.88%
Estrogen receptor binding	+	0.9215	92.15%
Androgen receptor binding	+	0.8179	81.79%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.7137	71.37%
Aromatase binding	+	0.7405	74.05%
PPAR gamma	+	0.8310	83.10%
Honey bee toxicity	-	0.8777	87.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.4058	40.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.48%	96.09%
CHEMBL240	Q12809	HERG	90.80%	89.76%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.70%	89.62%
CHEMBL5805	Q9NR97	Toll-like receptor 8	89.31%	96.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.56%	91.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.44%	95.83%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.49%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.99%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.60%	99.23%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.19%	98.46%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.04%	96.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.33%	100.00%

Plants that contains it

• Strychnos gossweileri

Cross-Links

• PubChem: 371184
• LOTUS: LTS0009838
• wikiData: Q105033165