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

Details

• Internal ID: 13bec9bd-ad94-41b8-8eda-dea33e081f45
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (3R)-9-methylidene-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-3-ol
• SMILES (Canonical): C=C1C2=CC=CC=C2N=C3N1CCC3O
• SMILES (Isomeric): C=C1C2=CC=CC=C2N=C3N1CC[C@H]3O
• InChI: InChI=1S/C12H12N2O/c1-8-9-4-2-3-5-10(9)13-12-11(15)6-7-14(8)12/h2-5,11,15H,1,6-7H2/t11-/m1/s1
• InChI Key: VZMMDLXOQXIQHD-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.24 g/mol
• Exact Mass: 200.094963011 g/mol
• Topological Polar Surface Area (TPSA): 35.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.7620	76.20%
Blood Brain Barrier	+	0.7879	78.79%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7418	74.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9528	95.28%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.8662	86.62%
P-glycoprotein inhibitior	-	0.9872	98.72%
P-glycoprotein substrate	-	0.7250	72.50%
CYP3A4 substrate	-	0.5477	54.77%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.7029	70.29%
CYP3A4 inhibition	-	0.8673	86.73%
CYP2C9 inhibition	-	0.7473	74.73%
CYP2C19 inhibition	-	0.6839	68.39%
CYP2D6 inhibition	-	0.6523	65.23%
CYP1A2 inhibition	+	0.5988	59.88%
CYP2C8 inhibition	-	0.8647	86.47%
CYP inhibitory promiscuity	-	0.5725	57.25%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6043	60.43%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.7303	73.03%
Skin irritation	-	0.7502	75.02%
Skin corrosion	-	0.8876	88.76%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4321	43.21%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8200	82.00%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6237	62.37%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	-	0.5277	52.77%
Androgen receptor binding	-	0.4844	48.44%
Thyroid receptor binding	-	0.7188	71.88%
Glucocorticoid receptor binding	-	0.4824	48.24%
Aromatase binding	-	0.7889	78.89%
PPAR gamma	+	0.7293	72.93%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7399	73.99%
Fish aquatic toxicity	-	0.7165	71.65%

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	90.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	88.83%	98.46%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.46%	89.62%
CHEMBL221	P23219	Cyclooxygenase-1	85.91%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.71%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.50%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.53%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.05%	93.40%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.37%	96.25%

Plants that contains it

• Justicia adhatoda

Cross-Links

• PubChem: 162985110
• LOTUS: LTS0185373
• wikiData: Q105299841