(2S,4S)-4-hydroxy-5-oxo-2-[(trimethylazaniumyl)methyl]pyrrolidine-2-carboxylate

Details

• Internal ID: b99de6e2-6ad7-4a9d-8d67-1179c110d9d7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (2S,4S)-4-hydroxy-5-oxo-2-[(trimethylazaniumyl)methyl]pyrrolidine-2-carboxylate
• SMILES (Canonical): C[N+](C)(C)CC1(CC(C(=O)N1)O)C(=O)[O-]
• SMILES (Isomeric): C[N+](C)(C)C[C@@]1(C[C@@H](C(=O)N1)O)C(=O)[O-]
• InChI: InChI=1S/C9H16N2O4/c1-11(2,3)5-9(8(14)15)4-6(12)7(13)10-9/h6,12H,4-5H2,1-3H3,(H-,10,13,14,15)/t6-,9-/m0/s1
• InChI Key: YELMLJGVAMYPML-RCOVLWMOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆N₂O₄
• Molecular Weight: 216.23 g/mol
• Exact Mass: 216.11100700 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.94
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9913	99.13%
Caco-2	-	0.6502	65.02%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6325	63.25%
OATP2B1 inhibitior	-	0.8408	84.08%
OATP1B1 inhibitior	+	0.9540	95.40%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9731	97.31%
P-glycoprotein inhibitior	-	0.9719	97.19%
P-glycoprotein substrate	-	0.8030	80.30%
CYP3A4 substrate	-	0.5410	54.10%
CYP2C9 substrate	-	0.6032	60.32%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.9749	97.49%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.8849	88.49%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.8917	89.17%
CYP2C8 inhibition	-	0.9684	96.84%
CYP inhibitory promiscuity	-	0.9855	98.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6208	62.08%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.7051	70.51%
Skin irritation	-	0.7771	77.71%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6558	65.58%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5694	56.94%
Acute Oral Toxicity (c)	III	0.5997	59.97%
Estrogen receptor binding	-	0.7859	78.59%
Androgen receptor binding	-	0.6244	62.44%
Thyroid receptor binding	-	0.7305	73.05%
Glucocorticoid receptor binding	-	0.7922	79.22%
Aromatase binding	-	0.8299	82.99%
PPAR gamma	-	0.6357	63.57%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.8470	84.70%

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	96.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.81%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.02%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.69%	91.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.64%	90.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.41%	94.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.96%	93.03%

Plants that contains it

• Achillea leptophylla
• Aldama cordifolia
• Cordiera macrophylla
• Dioscorea futschauensis
• Dorstenia barnimiana
• Petrosedum forsterianum
• Rubia yunnanensis
• Uvaria mocoli
• Verbascum georgicum
• Zieria chevalieri

Cross-Links

• PubChem: 11390294
• NPASS: NPC169235