(2R,4S)-4-[(S)-amino(carboxy)methyl]-5-oxopyrrolidine-2-carboxylic acid

Details

• Internal ID: cea5a5b9-4ba7-4dc8-907a-a428b11ea937
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
• IUPAC Name: (2R,4S)-4-[(S)-amino(carboxy)methyl]-5-oxopyrrolidine-2-carboxylic acid
• SMILES (Canonical): C1C(C(=O)NC1C(=O)O)C(C(=O)O)N
• SMILES (Isomeric): C1[C@H](C(=O)N[C@H]1C(=O)O)[C@@H](C(=O)O)N
• InChI: InChI=1S/C7H10N2O5/c8-4(7(13)14)2-1-3(6(11)12)9-5(2)10/h2-4H,1,8H2,(H,9,10)(H,11,12)(H,13,14)/t2-,3+,4-/m0/s1
• InChI Key: QEFCFJFZZLNSPP-NUNKFHFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀N₂O₅
• Molecular Weight: 202.16 g/mol
• Exact Mass: 202.05897142 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -2.01
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4687	46.87%
Caco-2	-	0.9851	98.51%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5413	54.13%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9592	95.92%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9777	97.77%
P-glycoprotein inhibitior	-	0.9933	99.33%
P-glycoprotein substrate	-	0.7928	79.28%
CYP3A4 substrate	-	0.6529	65.29%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.7792	77.92%
CYP3A4 inhibition	-	0.9843	98.43%
CYP2C9 inhibition	-	0.9714	97.14%
CYP2C19 inhibition	-	0.9784	97.84%
CYP2D6 inhibition	-	0.9610	96.10%
CYP1A2 inhibition	-	0.9482	94.82%
CYP2C8 inhibition	-	0.9800	98.00%
CYP inhibitory promiscuity	-	0.9956	99.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7439	74.39%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.8143	81.43%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7799	77.99%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8099	80.99%
Acute Oral Toxicity (c)	III	0.5822	58.22%
Estrogen receptor binding	-	0.8962	89.62%
Androgen receptor binding	-	0.6809	68.09%
Thyroid receptor binding	-	0.7332	73.32%
Glucocorticoid receptor binding	-	0.5841	58.41%
Aromatase binding	-	0.8577	85.77%
PPAR gamma	-	0.7210	72.10%
Honey bee toxicity	-	0.9284	92.84%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.8467	84.67%

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	94.18%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	92.65%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.70%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.16%	92.29%
CHEMBL340	P08684	Cytochrome P450 3A4	82.40%	91.19%
CHEMBL3384	Q16512	Protein kinase N1	81.14%	80.71%
CHEMBL2581	P07339	Cathepsin D	80.90%	98.95%

Plants that contains it

• Pentaclethra macrophylla

Cross-Links

• PubChem: 44513061
• LOTUS: LTS0242165
• wikiData: Q105219156