Vindolinium(1+)

Details

• Internal ID: 4695a2c4-8f9f-4916-8fbf-66320d15c29a
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: methyl (1R,9R,10S,11R,12R,19R)-11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-8-aza-16-azoniapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• SMILES (Canonical): CCC12C=CC[NH+]3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C
• SMILES (Isomeric): CC[C@@]12C=CC[NH+]3[C@@H]1[C@@]4(CC3)[C@H]([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C
• InChI: InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/p+1/t19-,20+,21+,23+,24-,25-/m0/s1
• InChI Key: CXBGOBGJHGGWIE-IYJDUVQVSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃N₂O₆+
• Molecular Weight: 457.50 g/mol
• Exact Mass: 457.23386178 g/mol
• Topological Polar Surface Area (TPSA): 89.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Q27124918

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	+	0.5766	57.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5853	58.53%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8639	86.39%
OATP1B3 inhibitior	+	0.9138	91.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8341	83.41%
P-glycoprotein inhibitior	+	0.9511	95.11%
P-glycoprotein substrate	+	0.7851	78.51%
CYP3A4 substrate	+	0.6991	69.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7537	75.37%
CYP3A4 inhibition	-	0.8338	83.38%
CYP2C9 inhibition	-	0.8334	83.34%
CYP2C19 inhibition	-	0.8491	84.91%
CYP2D6 inhibition	-	0.7379	73.79%
CYP1A2 inhibition	-	0.8895	88.95%
CYP2C8 inhibition	-	0.6322	63.22%
CYP inhibitory promiscuity	-	0.9100	91.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9626	96.26%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7632	76.32%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7608	76.08%
Acute Oral Toxicity (c)	III	0.6267	62.67%
Estrogen receptor binding	+	0.7804	78.04%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	+	0.5891	58.91%
Glucocorticoid receptor binding	+	0.7168	71.68%
Aromatase binding	+	0.5799	57.99%
PPAR gamma	+	0.6158	61.58%
Honey bee toxicity	-	0.7566	75.66%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9034	90.34%

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	99.19%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.39%	85.14%
CHEMBL4208	P20618	Proteasome component C5	95.14%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.80%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.54%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.85%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.57%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.77%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.11%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	80.98%	95.93%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 25760681
• NPASS: NPC147712