(3S)-1-[(2-aminophenyl)methyl]-3-hydroxypyrrolidin-2-one

Details

• Internal ID: 505b31d0-107c-4bc9-bc28-1240c18f6f10
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Aniline and substituted anilines
• IUPAC Name: (3S)-1-[(2-aminophenyl)methyl]-3-hydroxypyrrolidin-2-one
• SMILES (Canonical): C1CN(C(=O)C1O)CC2=CC=CC=C2N
• SMILES (Isomeric): C1CN(C(=O)[C@H]1O)CC2=CC=CC=C2N
• InChI: InChI=1S/C11H14N2O2/c12-9-4-2-1-3-8(9)7-13-6-5-10(14)11(13)15/h1-4,10,14H,5-7,12H2/t10-/m0/s1
• InChI Key: RMYSBMSWMABVQT-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₂
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.105527694 g/mol
• Topological Polar Surface Area (TPSA): 66.60 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9447	94.47%
Caco-2	+	0.7897	78.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9655	96.55%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9389	93.89%
P-glycoprotein inhibitior	-	0.9935	99.35%
P-glycoprotein substrate	-	0.8120	81.20%
CYP3A4 substrate	-	0.5846	58.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3486	34.86%
CYP3A4 inhibition	-	0.8714	87.14%
CYP2C9 inhibition	-	0.8816	88.16%
CYP2C19 inhibition	-	0.8176	81.76%
CYP2D6 inhibition	-	0.8581	85.81%
CYP1A2 inhibition	-	0.8206	82.06%
CYP2C8 inhibition	-	0.9877	98.77%
CYP inhibitory promiscuity	-	0.8616	86.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5829	58.29%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.7946	79.46%
Skin irritation	-	0.7300	73.00%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.6028	60.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6248	62.48%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6961	69.61%
skin sensitisation	-	0.8864	88.64%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.5930	59.30%
Estrogen receptor binding	-	0.8180	81.80%
Androgen receptor binding	+	0.5485	54.85%
Thyroid receptor binding	-	0.8108	81.08%
Glucocorticoid receptor binding	-	0.5822	58.22%
Aromatase binding	-	0.5817	58.17%
PPAR gamma	-	0.5275	52.75%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.7861	78.61%

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	95.56%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.88%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.57%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.99%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	87.63%	90.17%
CHEMBL1978	P11511	Cytochrome P450 19A1	86.70%	91.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.51%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.27%	97.25%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.93%	91.43%
CHEMBL3384	Q16512	Protein kinase N1	80.72%	80.71%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.05%	94.01%

Plants that contains it

• Justicia adhatoda
• Mackinlaya schlechteri

Cross-Links

• PubChem: 642668
• LOTUS: LTS0180023
• wikiData: Q105241163