(2S,4R)-4-methyl-1-[(2R)-4-methyl-5-oxo-1,2-dihydropyrrol-2-yl]-5-oxopyrrolidine-2-carboxylic acid

Details

• Internal ID: 3eb60b2c-8eb9-4893-b008-c829117545bd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
• IUPAC Name: (2S,4R)-4-methyl-1-[(2R)-4-methyl-5-oxo-1,2-dihydropyrrol-2-yl]-5-oxopyrrolidine-2-carboxylic acid
• SMILES (Canonical): CC1CC(N(C1=O)C2C=C(C(=O)N2)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1C[C@H](N(C1=O)[C@@H]2C=C(C(=O)N2)C)C(=O)O
• InChI: InChI=1S/C11H14N2O4/c1-5-4-8(12-9(5)14)13-7(11(16)17)3-6(2)10(13)15/h4,6-8H,3H2,1-2H3,(H,12,14)(H,16,17)/t6-,7+,8-/m1/s1
• InChI Key: GAAVDHYKXPVEDI-GJMOJQLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₂O₄
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.09535693 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.29
• 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	+	0.8984	89.84%
Caco-2	+	0.7747	77.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5958	59.58%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9794	97.94%
BSEP inhibitior	-	0.8946	89.46%
P-glycoprotein inhibitior	-	0.9788	97.88%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	-	0.5346	53.46%
CYP2C9 substrate	-	0.5624	56.24%
CYP2D6 substrate	-	0.9133	91.33%
CYP3A4 inhibition	-	0.9908	99.08%
CYP2C9 inhibition	-	0.8328	83.28%
CYP2C19 inhibition	-	0.8093	80.93%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.9051	90.51%
CYP2C8 inhibition	-	0.9696	96.96%
CYP inhibitory promiscuity	-	0.9815	98.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8307	83.07%
Carcinogenicity (trinary)	Non-required	0.6006	60.06%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.8868	88.68%
Skin irritation	-	0.7470	74.70%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7924	79.24%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8027	80.27%
Acute Oral Toxicity (c)	III	0.5736	57.36%
Estrogen receptor binding	-	0.7821	78.21%
Androgen receptor binding	+	0.5431	54.31%
Thyroid receptor binding	-	0.5304	53.04%
Glucocorticoid receptor binding	-	0.6508	65.08%
Aromatase binding	-	0.6601	66.01%
PPAR gamma	-	0.6958	69.58%
Honey bee toxicity	-	0.9542	95.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8385	83.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.70%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.00%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.49%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.53%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.66%	85.14%

Plants that contains it

• Lilium hansonii

Cross-Links

• PubChem: 162910854
• LOTUS: LTS0191059
• wikiData: Q105005291