(1R)-1-[(2S)-3,3-dimethyloxiran-2-yl]-5-methoxy-1,6-dihydrofuro[3,4-c]carbazol-3-one

Details

• Internal ID: 2ec3d925-398e-4cb5-ab3b-67bec0c387ef
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1R)-1-[(2S)-3,3-dimethyloxiran-2-yl]-5-methoxy-1,6-dihydrofuro[3,4-c]carbazol-3-one
• SMILES (Canonical): CC1(C(O1)C2C3=C4C5=CC=CC=C5NC4=C(C=C3C(=O)O2)OC)C
• SMILES (Isomeric): CC1([C@@H](O1)[C@H]2C3=C4C5=CC=CC=C5NC4=C(C=C3C(=O)O2)OC)C
• InChI: InChI=1S/C19H17NO4/c1-19(2)17(24-19)16-14-10(18(21)23-16)8-12(22-3)15-13(14)9-6-4-5-7-11(9)20-15/h4-8,16-17,20H,1-3H3/t16-,17+/m1/s1
• InChI Key: NFMWZFLTNMZKME-SJORKVTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₄
• Molecular Weight: 323.30 g/mol
• Exact Mass: 323.11575802 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.72
• H-Bond Acceptor: 4
• 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	+	0.9921	99.21%
Caco-2	+	0.5818	58.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5328	53.28%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8727	87.27%
P-glycoprotein inhibitior	+	0.6627	66.27%
P-glycoprotein substrate	-	0.7117	71.17%
CYP3A4 substrate	+	0.6676	66.76%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	+	0.8616	86.16%
CYP2C9 inhibition	-	0.5821	58.21%
CYP2C19 inhibition	+	0.6660	66.60%
CYP2D6 inhibition	-	0.8436	84.36%
CYP1A2 inhibition	+	0.5307	53.07%
CYP2C8 inhibition	+	0.5611	56.11%
CYP inhibitory promiscuity	+	0.9108	91.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.3789	37.89%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7317	73.17%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	+	0.6036	60.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4916	49.16%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5208	52.08%
Acute Oral Toxicity (c)	III	0.4846	48.46%
Estrogen receptor binding	+	0.9459	94.59%
Androgen receptor binding	+	0.7265	72.65%
Thyroid receptor binding	+	0.7589	75.89%
Glucocorticoid receptor binding	+	0.8932	89.32%
Aromatase binding	+	0.7928	79.28%
PPAR gamma	+	0.6941	69.41%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	+	0.9103	91.03%

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	98.96%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.86%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.61%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.61%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.74%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	92.01%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.84%	89.00%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	91.17%	81.14%
CHEMBL255	P29275	Adenosine A2b receptor	89.13%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.09%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.07%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.24%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.85%	92.62%
CHEMBL2535	P11166	Glucose transporter	87.17%	98.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.51%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.36%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.28%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.17%	98.95%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.99%	92.67%
CHEMBL1907	P15144	Aminopeptidase N	82.30%	93.31%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.26%	93.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.31%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.12%	96.21%

Plants that contains it

• Clausena anisata

Cross-Links

• PubChem: 162900793
• LOTUS: LTS0111712
• wikiData: Q105178559