methyl 2-(methylamino)-5-[(3S)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-yl]benzoate

Details

• Internal ID: 5e1bbba6-6397-43b2-a3cb-4755fa5c8354
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: methyl 2-(methylamino)-5-[(3S)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-yl]benzoate
• SMILES (Canonical): CNC1=C(C=C(C=C1)C2CCN3C2=NC4=CC=CC=C4C3)C(=O)OC
• SMILES (Isomeric): CNC1=C(C=C(C=C1)[C@@H]2CCN3C2=NC4=CC=CC=C4C3)C(=O)OC
• InChI: InChI=1S/C20H21N3O2/c1-21-18-8-7-13(11-16(18)20(24)25-2)15-9-10-23-12-14-5-3-4-6-17(14)22-19(15)23/h3-8,11,15,21H,9-10,12H2,1-2H3/t15-/m0/s1
• InChI Key: UYHHGHQLVKQIQK-HNNXBMFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁N₃O₂
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.16337692 g/mol
• Topological Polar Surface Area (TPSA): 53.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.6889	68.89%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.9639	96.39%
P-glycoprotein inhibitior	+	0.7893	78.93%
P-glycoprotein substrate	+	0.6132	61.32%
CYP3A4 substrate	+	0.6450	64.50%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.5404	54.04%
CYP2C9 inhibition	-	0.6374	63.74%
CYP2C19 inhibition	-	0.5678	56.78%
CYP2D6 inhibition	-	0.5467	54.67%
CYP1A2 inhibition	+	0.8722	87.22%
CYP2C8 inhibition	+	0.5523	55.23%
CYP inhibitory promiscuity	-	0.5054	50.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6510	65.10%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9899	98.99%
Skin irritation	-	0.7625	76.25%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.5944	59.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.9206	92.06%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5431	54.31%
skin sensitisation	-	0.8764	87.64%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5563	55.63%
Acute Oral Toxicity (c)	III	0.4525	45.25%
Estrogen receptor binding	+	0.8379	83.79%
Androgen receptor binding	+	0.6841	68.41%
Thyroid receptor binding	+	0.6468	64.68%
Glucocorticoid receptor binding	+	0.8468	84.68%
Aromatase binding	+	0.6823	68.23%
PPAR gamma	+	0.7759	77.59%
Honey bee toxicity	-	0.8448	84.48%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9139	91.39%

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	99.25%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.85%	85.14%
CHEMBL2535	P11166	Glucose transporter	87.16%	98.75%
CHEMBL222	P23975	Norepinephrine transporter	87.12%	96.06%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.09%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.06%	90.00%
CHEMBL5028	O14672	ADAM10	85.07%	97.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.09%	97.53%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.42%	93.81%

Plants that contains it

• Justicia adhatoda

Cross-Links

• PubChem: 154496105
• LOTUS: LTS0143009
• wikiData: Q105281460