(3R)-5-methoxy-9-methylidene-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-3-ol

Details

• Internal ID: 24b36fea-fc17-484d-a999-d1ffaec53540
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (3R)-5-methoxy-9-methylidene-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-3-ol
• SMILES (Canonical): COC1=CC=CC2=C1N=C3C(CCN3C2=C)O
• SMILES (Isomeric): COC1=CC=CC2=C1N=C3[C@@H](CCN3C2=C)O
• InChI: InChI=1S/C13H14N2O2/c1-8-9-4-3-5-11(17-2)12(9)14-13-10(16)6-7-15(8)13/h3-5,10,16H,1,6-7H2,2H3/t10-/m1/s1
• InChI Key: GKXREDNHQMCKOV-SNVBAGLBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₂
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.105527694 g/mol
• Topological Polar Surface Area (TPSA): 45.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.6476	64.76%
Blood Brain Barrier	+	0.7759	77.59%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8169	81.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9474	94.74%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.7827	78.27%
P-glycoprotein inhibitior	-	0.9767	97.67%
P-glycoprotein substrate	+	0.5457	54.57%
CYP3A4 substrate	+	0.5577	55.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3676	36.76%
CYP3A4 inhibition	-	0.6593	65.93%
CYP2C9 inhibition	-	0.6948	69.48%
CYP2C19 inhibition	-	0.5097	50.97%
CYP2D6 inhibition	+	0.5263	52.63%
CYP1A2 inhibition	+	0.6364	63.64%
CYP2C8 inhibition	-	0.7502	75.02%
CYP inhibitory promiscuity	+	0.6585	65.85%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5566	55.66%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.8285	82.85%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6850	68.50%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6107	61.07%
Acute Oral Toxicity (c)	III	0.5095	50.95%
Estrogen receptor binding	+	0.5610	56.10%
Androgen receptor binding	+	0.6049	60.49%
Thyroid receptor binding	-	0.6354	63.54%
Glucocorticoid receptor binding	+	0.5601	56.01%
Aromatase binding	-	0.6432	64.32%
PPAR gamma	-	0.5733	57.33%
Honey bee toxicity	-	0.9285	92.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	-	0.7482	74.82%

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	97.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.29%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.80%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.68%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.64%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.15%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.43%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.63%	82.69%

Plants that contains it

• Justicia adhatoda

Cross-Links

• PubChem: 163186285
• LOTUS: LTS0166519
• wikiData: Q105010440