(3R)-3-(2-hydroxypropan-2-yl)-5-methoxy-4,6-dihydro-3H-pyrano[4,3-b]carbazol-1-one

Details

• Internal ID: 52677c3d-fbf7-40f8-bbee-69f69c21543d
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (3R)-3-(2-hydroxypropan-2-yl)-5-methoxy-4,6-dihydro-3H-pyrano[4,3-b]carbazol-1-one
• SMILES (Canonical): CC(C)(C1CC2=C(C=C3C4=CC=CC=C4NC3=C2OC)C(=O)O1)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(C=C3C4=CC=CC=C4NC3=C2OC)C(=O)O1)O
• InChI: InChI=1S/C19H19NO4/c1-19(2,22)15-9-12-13(18(21)24-15)8-11-10-6-4-5-7-14(10)20-16(11)17(12)23-3/h4-8,15,20,22H,9H2,1-3H3/t15-/m1/s1
• InChI Key: VFBSYRMQKVPIHG-OAHLLOKOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.13140809 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	+	0.6920	69.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5016	50.16%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6449	64.49%
P-glycoprotein inhibitior	-	0.6190	61.90%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.6577	65.77%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8207	82.07%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.8188	81.88%
CYP2C19 inhibition	-	0.7617	76.17%
CYP2D6 inhibition	-	0.8298	82.98%
CYP1A2 inhibition	+	0.5564	55.64%
CYP2C8 inhibition	-	0.6166	61.66%
CYP inhibitory promiscuity	-	0.5349	53.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5040	50.40%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8689	86.89%
Skin irritation	-	0.8072	80.72%
Skin corrosion	-	0.9411	94.11%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4773	47.73%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.5463	54.63%
Estrogen receptor binding	+	0.9193	91.93%
Androgen receptor binding	-	0.4819	48.19%
Thyroid receptor binding	+	0.7825	78.25%
Glucocorticoid receptor binding	+	0.8206	82.06%
Aromatase binding	+	0.7732	77.32%
PPAR gamma	+	0.8188	81.88%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7133	71.33%

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	99.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.71%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.65%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.59%	91.49%
CHEMBL2535	P11166	Glucose transporter	93.57%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.52%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.41%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.24%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.74%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.14%	92.62%
CHEMBL1907	P15144	Aminopeptidase N	86.93%	93.31%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	86.70%	81.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.52%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	85.96%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.07%	99.23%
CHEMBL4302	P08183	P-glycoprotein 1	83.89%	92.98%
CHEMBL217	P14416	Dopamine D2 receptor	82.87%	95.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.28%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.32%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.21%	96.00%

Plants that contains it

• Clausena lansium

Cross-Links

• PubChem: 163195409
• LOTUS: LTS0041616
• wikiData: Q105285074