methyl N-[(7R)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]carbamate

Details

• Internal ID: c25b621b-5c1a-411f-b689-4d25eca63d70
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: methyl N-[(7R)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]carbamate
• SMILES (Canonical): COC1=CC=C2C(=CC1=O)C(CCC3=CC(=C(C(=C32)OC)OC)OC)NC(=O)OC
• SMILES (Isomeric): COC1=CC=C2C(=CC1=O)[C@@H](CCC3=CC(=C(C(=C32)OC)OC)OC)NC(=O)OC
• InChI: InChI=1S/C22H25NO7/c1-26-17-9-7-13-14(11-16(17)24)15(23-22(25)30-5)8-6-12-10-18(27-2)20(28-3)21(29-4)19(12)13/h7,9-11,15H,6,8H2,1-5H3,(H,23,25)/t15-/m1/s1
• InChI Key: WHLATLJVYMNVTJ-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₅NO₇
• Molecular Weight: 415.40 g/mol
• Exact Mass: 415.16310214 g/mol
• Topological Polar Surface Area (TPSA): 92.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.7747	77.47%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3991	39.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.9070	90.70%
P-glycoprotein inhibitior	-	0.6954	69.54%
P-glycoprotein substrate	+	0.9491	94.91%
CYP3A4 substrate	+	0.7329	73.29%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.7293	72.93%
CYP3A4 inhibition	-	0.8666	86.66%
CYP2C9 inhibition	-	0.9290	92.90%
CYP2C19 inhibition	-	0.8543	85.43%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.7376	73.76%
CYP2C8 inhibition	+	0.9574	95.74%
CYP inhibitory promiscuity	-	0.8348	83.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.6641	66.41%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6693	66.93%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.7198	71.98%
skin sensitisation	-	0.9279	92.79%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5499	54.99%
Acute Oral Toxicity (c)	II	0.4333	43.33%
Estrogen receptor binding	+	0.8833	88.33%
Androgen receptor binding	+	0.8687	86.87%
Thyroid receptor binding	+	0.8380	83.80%
Glucocorticoid receptor binding	+	0.8779	87.79%
Aromatase binding	-	0.6841	68.41%
PPAR gamma	+	0.6630	66.30%
Honey bee toxicity	-	0.8826	88.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9539	95.39%

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	96.92%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.35%	91.11%
CHEMBL2535	P11166	Glucose transporter	92.33%	98.75%
CHEMBL2581	P07339	Cathepsin D	92.08%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.88%	90.71%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.37%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.26%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.57%	85.14%
CHEMBL1075317	P61964	WD repeat-containing protein 5	88.71%	96.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.93%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.41%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	87.34%	96.76%
CHEMBL217	P14416	Dopamine D2 receptor	86.88%	95.62%
CHEMBL2056	P21728	Dopamine D1 receptor	86.65%	91.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.37%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.20%	95.89%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	85.56%	96.86%
CHEMBL340	P08684	Cytochrome P450 3A4	84.43%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL4208	P20618	Proteasome component C5	83.42%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.12%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.19%	89.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.18%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.03%	89.00%

Plants that contains it

• Colchicum turcicum

Cross-Links

• PubChem: 163106409
• LOTUS: LTS0030048
• wikiData: Q105305400