Vincophylline

Details

• Internal ID: db2c07b1-b193-4964-8be4-9beb4e11199e
• Taxonomy: Benzenoids > Fluorenes
• IUPAC Name: methyl (1S,9R,12R,13E)-13-ethylidene-18-(hydroxymethyl)-15-azapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate
• SMILES (Canonical): CC=C1CN2CCC34C2(CCC1C3(CO)C(=O)OC)CC5=CC=CC=C45
• SMILES (Isomeric): C/C=C\1/CN2CC[C@@]34[C@@]2(CC[C@H]1C3(CO)C(=O)OC)CC5=CC=CC=C45
• InChI: InChI=1S/C22H27NO3/c1-3-15-13-23-11-10-22-18-7-5-4-6-16(18)12-20(22,23)9-8-17(15)21(22,14-24)19(25)26-2/h3-7,17,24H,8-14H2,1-2H3/b15-3-/t17-,20-,21?,22-/m1/s1
• InChI Key: GELIUKJJIMDVFO-WUDOCDFTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₇NO₃
• Molecular Weight: 353.50 g/mol
• Exact Mass: 353.19909372 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL253985

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9601	96.01%
Caco-2	+	0.7471	74.71%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5928	59.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8570	85.70%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.7589	75.89%
P-glycoprotein inhibitior	-	0.7166	71.66%
P-glycoprotein substrate	+	0.5145	51.45%
CYP3A4 substrate	+	0.6987	69.87%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	+	0.3903	39.03%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.7791	77.91%
CYP2C19 inhibition	-	0.7996	79.96%
CYP2D6 inhibition	-	0.5625	56.25%
CYP1A2 inhibition	-	0.6822	68.22%
CYP2C8 inhibition	+	0.4507	45.07%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9736	97.36%
Skin irritation	-	0.7688	76.88%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7109	71.09%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8027	80.27%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.5602	56.02%
Acute Oral Toxicity (c)	III	0.5752	57.52%
Estrogen receptor binding	-	0.5052	50.52%
Androgen receptor binding	+	0.7963	79.63%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.6685	66.85%
Aromatase binding	-	0.5249	52.49%
PPAR gamma	-	0.6515	65.15%
Honey bee toxicity	-	0.8854	88.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5649	56.49%
Fish aquatic toxicity	+	0.9521	95.21%

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	98.43%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.09%	91.11%
CHEMBL5028	O14672	ADAM10	90.77%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.48%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.78%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.53%	82.69%
CHEMBL4072	P07858	Cathepsin B	83.33%	93.67%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.66%	95.83%
CHEMBL4208	P20618	Proteasome component C5	82.19%	90.00%

Plants that contains it

• Kopsia singapurensis

Cross-Links

• PubChem: 44445385
• LOTUS: LTS0256631
• wikiData: Q105007214