(3S)-1-benzylpyrrolidin-1-ium-3-carboxylate

Details

• Internal ID: 84ac8491-d760-4279-af64-03dfbe06c2b2
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Pyrrolidine carboxylic acids and derivatives > Pyrrolidine carboxylic acids
• IUPAC Name: (3S)-1-benzylpyrrolidin-1-ium-3-carboxylate
• SMILES (Canonical): C1C[NH+](CC1C(=O)[O-])CC2=CC=CC=C2
• SMILES (Isomeric): C1C[NH+](C[C@H]1C(=O)[O-])CC2=CC=CC=C2
• InChI: InChI=1S/C12H15NO2/c14-12(15)11-6-7-13(9-11)8-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H,14,15)/t11-/m0/s1
• InChI Key: RLRDUQNUBMAYDS-NSHDSACASA-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): 44.60 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.16
• H-Bond Acceptor: 2
• 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	+	0.9562	95.62%
Caco-2	+	0.8214	82.14%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Lysosomes	0.6332	63.32%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9369	93.69%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8277	82.77%
P-glycoprotein inhibitior	-	0.9918	99.18%
P-glycoprotein substrate	-	0.9226	92.26%
CYP3A4 substrate	-	0.6004	60.04%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.7478	74.78%
CYP3A4 inhibition	-	0.9806	98.06%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	-	0.5731	57.31%
CYP2C8 inhibition	-	0.7918	79.18%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6350	63.50%
Eye corrosion	-	0.9327	93.27%
Eye irritation	+	0.6904	69.04%
Skin irritation	-	0.5496	54.96%
Skin corrosion	-	0.7609	76.09%
Ames mutagenesis	-	0.7728	77.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5324	53.24%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5184	51.84%
skin sensitisation	-	0.8823	88.23%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7432	74.32%
Acute Oral Toxicity (c)	III	0.5001	50.01%
Estrogen receptor binding	-	0.7822	78.22%
Androgen receptor binding	-	0.7475	74.75%
Thyroid receptor binding	-	0.8709	87.09%
Glucocorticoid receptor binding	-	0.8616	86.16%
Aromatase binding	-	0.5642	56.42%
PPAR gamma	-	0.4859	48.59%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	-	0.5153	51.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.81%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.23%	94.62%
CHEMBL3202	P48147	Prolyl endopeptidase	82.39%	90.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.71%	99.17%

Plants that contains it

• Persicaria bistorta

Cross-Links

• PubChem: 40479134
• NPASS: NPC196590