(10aR)-8,9-dimethoxy-10,10a-dihydropyrrolo[1,2-b]isoquinoline-1,5-dione

Details

• Internal ID: 153929ef-dcbf-402b-861f-05caa66a901e
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: (10aR)-8,9-dimethoxy-10,10a-dihydropyrrolo[1,2-b]isoquinoline-1,5-dione
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)N3C=CC(=O)C3C2)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)N3C=CC(=O)[C@H]3C2)OC
• InChI: InChI=1S/C14H13NO4/c1-18-12-4-3-8-9(13(12)19-2)7-10-11(16)5-6-15(10)14(8)17/h3-6,10H,7H2,1-2H3/t10-/m1/s1
• InChI Key: NCTKQVYMOAHHPE-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃NO₄
• Molecular Weight: 259.26 g/mol
• Exact Mass: 259.08445790 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.8577	85.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6888	68.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9480	94.80%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8165	81.65%
BSEP inhibitior	-	0.6898	68.98%
P-glycoprotein inhibitior	-	0.9323	93.23%
P-glycoprotein substrate	-	0.7358	73.58%
CYP3A4 substrate	+	0.5711	57.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8417	84.17%
CYP3A4 inhibition	-	0.6129	61.29%
CYP2C9 inhibition	-	0.6540	65.40%
CYP2C19 inhibition	-	0.6082	60.82%
CYP2D6 inhibition	-	0.8601	86.01%
CYP1A2 inhibition	+	0.6180	61.80%
CYP2C8 inhibition	-	0.7914	79.14%
CYP inhibitory promiscuity	+	0.8072	80.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4438	44.38%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8159	81.59%
Skin irritation	-	0.8215	82.15%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6084	60.84%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5481	54.81%
skin sensitisation	-	0.9045	90.45%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5663	56.63%
Acute Oral Toxicity (c)	III	0.7105	71.05%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5347	53.47%
Thyroid receptor binding	+	0.5407	54.07%
Glucocorticoid receptor binding	+	0.7051	70.51%
Aromatase binding	-	0.6890	68.90%
PPAR gamma	-	0.6368	63.68%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6753	67.53%
Fish aquatic toxicity	+	0.7262	72.62%

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	96.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.86%	95.53%
CHEMBL2535	P11166	Glucose transporter	85.08%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.94%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.49%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.00%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.49%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	80.47%	92.98%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.37%	93.40%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 162940796
• LOTUS: LTS0251544
• wikiData: Q105177365