Vinerinine

Details

• Internal ID: 060d412f-8467-4ad8-9dcd-459d7d8bc717
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: methyl (1S,4aS,5aS,6R,10aS)-6'-hydroxy-7'-methoxy-1-methyl-2'-oxospiro[1,4a,5,5a,7,8,10,10a-octahydropyrano[3,4-f]indolizine-6,3'-1H-indole]-4-carboxylate
• SMILES (Canonical): CC1C2CN3CCC4(C3CC2C(=CO1)C(=O)OC)C5=C(C(=C(C=C5)O)OC)NC4=O
• SMILES (Isomeric): C[C@H]1[C@@H]2CN3CC[C@]4([C@@H]3C[C@@H]2C(=CO1)C(=O)OC)C5=C(C(=C(C=C5)O)OC)NC4=O
• InChI: InChI=1S/C22H26N2O6/c1-11-13-9-24-7-6-22(17(24)8-12(13)14(10-30-11)20(26)29-3)15-4-5-16(25)19(28-2)18(15)23-21(22)27/h4-5,10-13,17,25H,6-9H2,1-3H3,(H,23,27)/t11-,12-,13-,17-,22+/m0/s1
• InChI Key: CCYMARHRBUVHFA-JKIATBFQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₆
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.17908655 g/mol
• Topological Polar Surface Area (TPSA): 97.30 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7692	76.92%
Caco-2	+	0.5744	57.44%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5719	57.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9031	90.31%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5673	56.73%
P-glycoprotein inhibitior	+	0.6055	60.55%
P-glycoprotein substrate	+	0.6468	64.68%
CYP3A4 substrate	+	0.7038	70.38%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.7303	73.03%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	-	0.6912	69.12%
CYP2C19 inhibition	-	0.8418	84.18%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8823	88.23%
CYP2C8 inhibition	+	0.5690	56.90%
CYP inhibitory promiscuity	-	0.8489	84.89%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5363	53.63%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9773	97.73%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.5744	57.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6868	68.68%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5406	54.06%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5825	58.25%
Acute Oral Toxicity (c)	III	0.6616	66.16%
Estrogen receptor binding	+	0.8473	84.73%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	+	0.8265	82.65%
Aromatase binding	+	0.5320	53.20%
PPAR gamma	+	0.6094	60.94%
Honey bee toxicity	-	0.7865	78.65%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9658	96.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.45%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.72%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.06%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.16%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.26%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.10%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.75%	91.19%
CHEMBL4208	P20618	Proteasome component C5	85.85%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.11%	94.00%

Plants that contains it

• Vinca erecta

Cross-Links

• PubChem: 101277386
• LOTUS: LTS0116802
• wikiData: Q104251974