2-[(2R)-1-methylpyrrolidin-2-yl]benzoic acid

Details

• Internal ID: 2cdc1b1e-9dd3-4d23-98e0-a310164fe0d0
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Phenylpyrrolidines
• IUPAC Name: 2-[(2R)-1-methylpyrrolidin-2-yl]benzoic acid
• SMILES (Canonical): CN1CCCC1C2=CC=CC=C2C(=O)O
• SMILES (Isomeric): CN1CCC[C@@H]1C2=CC=CC=C2C(=O)O
• InChI: InChI=1S/C12H15NO2/c1-13-8-4-7-11(13)9-5-2-3-6-10(9)12(14)15/h2-3,5-6,11H,4,7-8H2,1H3,(H,14,15)/t11-/m1/s1
• InChI Key: PURIRTNUIAQQNH-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅NO₂
• Molecular Weight: 205.25 g/mol
• Exact Mass: 205.110278721 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.9452	94.52%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6111	61.11%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9554	95.54%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9411	94.11%
P-glycoprotein inhibitior	-	0.9914	99.14%
P-glycoprotein substrate	-	0.8153	81.53%
CYP3A4 substrate	-	0.5749	57.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6770	67.70%
CYP3A4 inhibition	-	0.9428	94.28%
CYP2C9 inhibition	-	0.9334	93.34%
CYP2C19 inhibition	-	0.8777	87.77%
CYP2D6 inhibition	-	0.7949	79.49%
CYP1A2 inhibition	-	0.6806	68.06%
CYP2C8 inhibition	-	0.9492	94.92%
CYP inhibitory promiscuity	-	0.9618	96.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6705	67.05%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.8207	82.07%
Skin irritation	-	0.5561	55.61%
Skin corrosion	-	0.7647	76.47%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7526	75.26%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6866	68.66%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7117	71.17%
Acute Oral Toxicity (c)	II	0.6138	61.38%
Estrogen receptor binding	-	0.8765	87.65%
Androgen receptor binding	-	0.7265	72.65%
Thyroid receptor binding	-	0.7587	75.87%
Glucocorticoid receptor binding	-	0.7344	73.44%
Aromatase binding	-	0.9065	90.65%
PPAR gamma	-	0.6590	65.90%
Honey bee toxicity	-	0.9863	98.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8631	86.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.12%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.89%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.35%	85.14%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.72%	87.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.28%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.60%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.24%	99.23%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%

Plants that contains it

• Rhoiptelea chiliantha

Cross-Links

• PubChem: 10774618
• LOTUS: LTS0269693
• wikiData: Q105215240