(3R,4R,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-1,2,4,6,7,8,9,9a-octahydroquinolizine-3,4-diol

Details

• Internal ID: 56ecef22-822f-4e00-a0be-9d0fdc259b55
• Taxonomy: Organoheterocyclic compounds > Quinolizines
• IUPAC Name: (3R,4R,6S,9R,9aS)-6-(furan-3-yl)-3,9-dimethyl-1,2,4,6,7,8,9,9a-octahydroquinolizine-3,4-diol
• SMILES (Canonical): CC1CCC(N2C1CCC(C2O)(C)O)C3=COC=C3
• SMILES (Isomeric): C[C@@H]1CC[C@H](N2[C@H]1CC[C@@]([C@H]2O)(C)O)C3=COC=C3
• InChI: InChI=1S/C15H23NO3/c1-10-3-4-13(11-6-8-19-9-11)16-12(10)5-7-15(2,18)14(16)17/h6,8-10,12-14,17-18H,3-5,7H2,1-2H3/t10-,12+,13+,14-,15-/m1/s1
• InChI Key: QSHYYIYLRZCESD-BGNCJLHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.35 g/mol
• Exact Mass: 265.16779360 g/mol
• Topological Polar Surface Area (TPSA): 56.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9608	96.08%
Caco-2	+	0.7922	79.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5527	55.27%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8160	81.60%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8606	86.06%
P-glycoprotein inhibitior	-	0.9590	95.90%
P-glycoprotein substrate	-	0.7484	74.84%
CYP3A4 substrate	+	0.6151	61.51%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.7208	72.08%
CYP3A4 inhibition	-	0.8818	88.18%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.6855	68.55%
CYP2D6 inhibition	-	0.8147	81.47%
CYP1A2 inhibition	-	0.8577	85.77%
CYP2C8 inhibition	-	0.6053	60.53%
CYP inhibitory promiscuity	-	0.8559	85.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5742	57.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9883	98.83%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.6740	67.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.6975	69.75%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6041	60.41%
skin sensitisation	-	0.8364	83.64%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5995	59.95%
Acute Oral Toxicity (c)	III	0.4939	49.39%
Estrogen receptor binding	-	0.4788	47.88%
Androgen receptor binding	+	0.5455	54.55%
Thyroid receptor binding	+	0.6051	60.51%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	-	0.6426	64.26%
PPAR gamma	-	0.5251	52.51%
Honey bee toxicity	-	0.9445	94.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.7237	72.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.03%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.30%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.06%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.65%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.56%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.70%	97.14%

Plants that contains it

• Nuphar lutea

Cross-Links

• PubChem: 163193393
• LOTUS: LTS0147094
• wikiData: Q105227011