(4S)-4-hydroxy-15,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,7,9(17),13,15-pentaene-3,11,12-trione

Details

• Internal ID: ea34b97c-d6cf-423f-bcba-f6020e89c8a6
• Taxonomy: Alkaloids and derivatives > Aporphines > 4,5-dioxoaporphines
• IUPAC Name: (4S)-4-hydroxy-15,16-dimethoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,7,9(17),13,15-pentaene-3,11,12-trione
• SMILES (Canonical): CN1C2=C3C(=CC(=C(C3=C4C(=C2)CCC(C4=O)O)OC)OC)C(=O)C1=O
• SMILES (Isomeric): CN1C2=C3C(=CC(=C(C3=C4C(=C2)CC[C@@H](C4=O)O)OC)OC)C(=O)C1=O
• InChI: InChI=1S/C19H17NO6/c1-20-10-6-8-4-5-11(21)17(23)13(8)15-14(10)9(16(22)19(20)24)7-12(25-2)18(15)26-3/h6-7,11,21H,4-5H2,1-3H3/t11-/m0/s1
• InChI Key: ZCWFPJHDJGGSQP-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₆
• Molecular Weight: 355.30 g/mol
• Exact Mass: 355.10558726 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8364	83.64%
Caco-2	+	0.7759	77.59%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5291	52.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8958	89.58%
BSEP inhibitior	-	0.5954	59.54%
P-glycoprotein inhibitior	-	0.8770	87.70%
P-glycoprotein substrate	-	0.6905	69.05%
CYP3A4 substrate	+	0.6066	60.66%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	-	0.7675	76.75%
CYP2C9 inhibition	-	0.8616	86.16%
CYP2C19 inhibition	-	0.8934	89.34%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	+	0.6623	66.23%
CYP2C8 inhibition	-	0.7175	71.75%
CYP inhibitory promiscuity	-	0.8677	86.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9222	92.22%
Skin irritation	-	0.8102	81.02%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6880	68.80%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9264	92.64%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7576	75.76%
Nephrotoxicity	-	0.8059	80.59%
Acute Oral Toxicity (c)	III	0.7470	74.70%
Estrogen receptor binding	+	0.8310	83.10%
Androgen receptor binding	+	0.6523	65.23%
Thyroid receptor binding	-	0.6061	60.61%
Glucocorticoid receptor binding	+	0.7243	72.43%
Aromatase binding	-	0.5994	59.94%
PPAR gamma	+	0.5512	55.12%
Honey bee toxicity	-	0.8262	82.62%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5982	59.82%

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	97.84%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	94.04%	95.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.17%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.24%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.99%	86.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.78%	98.46%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.30%	94.00%
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	85.78%	92.83%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.03%	96.38%
CHEMBL2056	P21728	Dopamine D1 receptor	84.51%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.35%	93.40%
CHEMBL1871	P10275	Androgen Receptor	83.91%	96.43%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.67%	96.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.43%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.10%	91.03%
CHEMBL2535	P11166	Glucose transporter	82.37%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.05%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.00%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.91%	93.99%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.06%	95.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.78%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.73%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.38%	90.71%

Plants that contains it

• Artabotrys hexapetalus

Cross-Links

• PubChem: 24749562
• LOTUS: LTS0024801
• wikiData: Q105371756