N-(2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)formamide

Details

• Internal ID: 0c453c90-ded5-40af-9c01-50f2378e184e
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: N-(2-hydroxy-1,3,10-trimethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)formamide
• SMILES (Canonical): COC1=CC=C2C(=CC1=O)C(CCC3=CC(=C(C(=C32)OC)O)OC)NC=O
• SMILES (Isomeric): COC1=CC=C2C(=CC1=O)C(CCC3=CC(=C(C(=C32)OC)O)OC)NC=O
• InChI: InChI=1S/C20H21NO6/c1-25-16-7-5-12-13(9-15(16)23)14(21-10-22)6-4-11-8-17(26-2)19(24)20(27-3)18(11)12/h5,7-10,14,24H,4,6H2,1-3H3,(H,21,22)
• InChI Key: FMZOHNLGBVZQAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₆
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.13688739 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.7412	74.12%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Nucleus	0.6273	62.73%
OATP2B1 inhibitior	-	0.8715	87.15%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9822	98.22%
BSEP inhibitior	+	0.8701	87.01%
P-glycoprotein inhibitior	-	0.6710	67.10%
P-glycoprotein substrate	+	0.8883	88.83%
CYP3A4 substrate	+	0.7081	70.81%
CYP2C9 substrate	-	0.8411	84.11%
CYP2D6 substrate	-	0.7960	79.60%
CYP3A4 inhibition	-	0.8372	83.72%
CYP2C9 inhibition	-	0.9515	95.15%
CYP2C19 inhibition	-	0.9402	94.02%
CYP2D6 inhibition	-	0.9196	91.96%
CYP1A2 inhibition	-	0.9297	92.97%
CYP2C8 inhibition	+	0.9084	90.84%
CYP inhibitory promiscuity	-	0.9378	93.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9511	95.11%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.7733	77.33%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5876	58.76%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6272	62.72%
skin sensitisation	-	0.9272	92.72%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5548	55.48%
Acute Oral Toxicity (c)	III	0.5527	55.27%
Estrogen receptor binding	+	0.7903	79.03%
Androgen receptor binding	+	0.7803	78.03%
Thyroid receptor binding	+	0.7850	78.50%
Glucocorticoid receptor binding	+	0.8618	86.18%
Aromatase binding	-	0.7125	71.25%
PPAR gamma	+	0.7023	70.23%
Honey bee toxicity	-	0.8796	87.96%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7816	78.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.10%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	92.10%	98.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.14%	90.71%
CHEMBL4208	P20618	Proteasome component C5	89.40%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.20%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.05%	95.89%
CHEMBL2056	P21728	Dopamine D1 receptor	87.97%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.96%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.89%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.01%	92.94%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.42%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.29%	93.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.96%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.79%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.75%	92.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.48%	85.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.24%	96.21%
CHEMBL1871	P10275	Androgen Receptor	81.48%	96.43%
CHEMBL340	P08684	Cytochrome P450 3A4	81.47%	91.19%
CHEMBL217	P14416	Dopamine D2 receptor	81.33%	95.62%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	80.66%	98.21%

Plants that contains it

• Colchicum autumnale

Cross-Links

• PubChem: 162905149
• LOTUS: LTS0243462
• wikiData: Q104998166