3-Methoxy-2-(1-methylpyrrolidin-2-yl)benzoic acid

Details

• Internal ID: 6468ce5f-e5a2-461d-bc1c-b99a561483a1
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: 3-methoxy-2-(1-methylpyrrolidin-2-yl)benzoic acid
• SMILES (Canonical): CN1CCCC1C2=C(C=CC=C2OC)C(=O)O
• SMILES (Isomeric): CN1CCCC1C2=C(C=CC=C2OC)C(=O)O
• InChI: InChI=1S/C13H17NO3/c1-14-8-4-6-10(14)12-9(13(15)16)5-3-7-11(12)17-2/h3,5,7,10H,4,6,8H2,1-2H3,(H,15,16)
• InChI Key: KSDSOLUELYYOMM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28 g/mol
• Exact Mass: 235.12084340 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 3
• 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	+	0.9769	97.69%
Caco-2	+	0.9194	91.94%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8120	81.20%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9675	96.75%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.9136	91.36%
P-glycoprotein inhibitior	-	0.9705	97.05%
P-glycoprotein substrate	-	0.6698	66.98%
CYP3A4 substrate	-	0.5180	51.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3676	36.76%
CYP3A4 inhibition	-	0.8469	84.69%
CYP2C9 inhibition	-	0.8729	87.29%
CYP2C19 inhibition	-	0.7993	79.93%
CYP2D6 inhibition	-	0.5219	52.19%
CYP1A2 inhibition	+	0.5285	52.85%
CYP2C8 inhibition	-	0.9207	92.07%
CYP inhibitory promiscuity	-	0.8694	86.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8740	87.40%
Carcinogenicity (trinary)	Non-required	0.6578	65.78%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.8214	82.14%
Skin irritation	-	0.7457	74.57%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4644	46.44%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5241	52.41%
skin sensitisation	-	0.8874	88.74%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6119	61.19%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	-	0.6994	69.94%
Androgen receptor binding	-	0.5062	50.62%
Thyroid receptor binding	-	0.5724	57.24%
Glucocorticoid receptor binding	-	0.6511	65.11%
Aromatase binding	-	0.8843	88.43%
PPAR gamma	-	0.6349	63.49%
Honey bee toxicity	-	0.9533	95.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8991	89.91%

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	99.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.26%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.16%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.88%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.76%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.57%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.22%	99.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.57%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.32%	97.25%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.14%	85.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.04%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.41%	97.14%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 85247797
• LOTUS: LTS0189563
• wikiData: Q105145362