Voafinidine

Details

• Internal ID: 2a2d6fbf-fc97-49db-b14a-b6865266c8bc
• Taxonomy: Alkaloids and derivatives > Quebrachamine alkaloids
• IUPAC Name: (15S,16S,17S)-15-ethyl-11-methyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-16,17-diol
• InChI: InChI=1S/C20H28N2O2/c1-3-20-10-8-17-15(14-6-4-5-7-16(14)21(17)2)9-11-22(13-20)12-18(23)19(20)24/h4-7,18-19,23-24H,3,8-13H2,1-2H3/t18-,19+,20-/m0/s1
• InChI Key: LZWQFKGUQLBGKC-ZCNNSNEGSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈N₂O₂
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.215078140 g/mol
• Topological Polar Surface Area (TPSA): 48.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 180059-77-2
• (15S,16S,17S)-15-ethyl-11-methyl-1,11-diazatetracyclo[13.3.1.04,12.05,10]nonadeca-4(12),5,7,9-tetraene-16,17-diol
• orb1680675
• AKOS040763129

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9424	94.24%
Caco-2	+	0.8398	83.98%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5882	58.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9243	92.43%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6590	65.90%
P-glycoprotein substrate	+	0.6378	63.78%
CYP3A4 substrate	+	0.6465	64.65%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.9418	94.18%
CYP2C19 inhibition	-	0.8210	82.10%
CYP2D6 inhibition	-	0.6174	61.74%
CYP1A2 inhibition	-	0.8822	88.22%
CYP2C8 inhibition	-	0.8340	83.40%
CYP inhibitory promiscuity	-	0.9347	93.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6387	63.87%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9878	98.78%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9305	93.05%
Ames mutagenesis	-	0.5378	53.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8185	81.85%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9162	91.62%
Acute Oral Toxicity (c)	III	0.5004	50.04%
Estrogen receptor binding	+	0.6210	62.10%
Androgen receptor binding	+	0.5323	53.23%
Thyroid receptor binding	+	0.6698	66.98%
Glucocorticoid receptor binding	-	0.4810	48.10%
Aromatase binding	+	0.5932	59.32%
PPAR gamma	-	0.5372	53.72%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.6012	60.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.43%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.43%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.98%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.23%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.19%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.81%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.58%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.85%	90.08%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.00%	96.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.65%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	81.11%	90.17%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.41%	90.71%

Plants that contains it

• Tabernaemontana divaricata

Cross-Links

• PubChem: 11121012
• LOTUS: LTS0136902
• wikiData: Q105160182