4'-Hydroxyspiro[3,5-dioxa-11-azatetracyclo[6.6.1.02,6.012,15]pentadeca-1(15),2(6),7,9,11-pentaene-14,1'-cyclohexane]-13-one

Details

• Internal ID: 4b4784a3-16cd-45ae-afbe-195f95377520
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 4'-hydroxyspiro[3,5-dioxa-11-azatetracyclo[6.6.1.02,6.012,15]pentadeca-1(15),2(6),7,9,11-pentaene-14,1'-cyclohexane]-13-one
• SMILES (Canonical): C1CC2(CCC1O)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
• SMILES (Isomeric): C1CC2(CCC1O)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
• InChI: InChI=1S/C17H15NO4/c19-10-1-4-17(5-2-10)13-12-9(3-6-18-14(12)16(17)20)7-11-15(13)22-8-21-11/h3,6-7,10,19H,1-2,4-5,8H2
• InChI Key: VPSQJRQFPBPUPX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₅NO₄
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.10010796 g/mol
• Topological Polar Surface Area (TPSA): 68.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.33
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5459	54.59%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8225	82.25%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9445	94.45%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6849	68.49%
P-glycoprotein inhibitior	-	0.9132	91.32%
P-glycoprotein substrate	-	0.8284	82.84%
CYP3A4 substrate	+	0.5770	57.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7759	77.59%
CYP3A4 inhibition	-	0.5266	52.66%
CYP2C9 inhibition	-	0.9139	91.39%
CYP2C19 inhibition	-	0.7959	79.59%
CYP2D6 inhibition	-	0.8541	85.41%
CYP1A2 inhibition	+	0.5559	55.59%
CYP2C8 inhibition	+	0.4712	47.12%
CYP inhibitory promiscuity	-	0.8430	84.30%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6040	60.40%
Eye corrosion	-	0.9888	98.88%
Eye irritation	+	0.6125	61.25%
Skin irritation	-	0.7998	79.98%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6548	65.48%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5305	53.05%
skin sensitisation	-	0.7832	78.32%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5896	58.96%
Acute Oral Toxicity (c)	III	0.6643	66.43%
Estrogen receptor binding	+	0.7478	74.78%
Androgen receptor binding	+	0.7419	74.19%
Thyroid receptor binding	+	0.5754	57.54%
Glucocorticoid receptor binding	+	0.7170	71.70%
Aromatase binding	+	0.6909	69.09%
PPAR gamma	+	0.5404	54.04%
Honey bee toxicity	-	0.8042	80.42%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.4584	45.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.16%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.09%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.59%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.75%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.58%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.49%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	90.55%	91.49%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	90.17%	80.96%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.10%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.82%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.77%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.61%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.54%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.52%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.34%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.98%	90.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.11%	96.69%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.96%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.81%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.61%	94.42%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.83%	100.00%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	81.24%	88.42%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.73%	96.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.44%	96.38%

Plants that contains it

• Phoebe grandis

Cross-Links

• PubChem: 162938951
• LOTUS: LTS0086292
• wikiData: Q105290980