1-[(3R)-2,5-dioxopyrrolidin-3-yl]-5-(hydroxymethyl)pyrrole-2-carbaldehyde

Details

• Internal ID: 8399c3b2-c954-4b67-89f4-c58028542250
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aldehydes > Aryl-aldehydes
• IUPAC Name: 1-[(3R)-2,5-dioxopyrrolidin-3-yl]-5-(hydroxymethyl)pyrrole-2-carbaldehyde
• SMILES (Canonical): C1C(C(=O)NC1=O)N2C(=CC=C2C=O)CO
• SMILES (Isomeric): C1[C@H](C(=O)NC1=O)N2C(=CC=C2C=O)CO
• InChI: InChI=1S/C10H10N2O4/c13-4-6-1-2-7(5-14)12(6)8-3-9(15)11-10(8)16/h1-2,4,8,14H,3,5H2,(H,11,15,16)/t8-/m1/s1
• InChI Key: QKRKWPNZCIURPD-MRVPVSSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀N₂O₄
• Molecular Weight: 222.20 g/mol
• Exact Mass: 222.06405680 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 5
• 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	+	0.9501	95.01%
Caco-2	-	0.8021	80.21%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5745	57.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8901	89.01%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9463	94.63%
P-glycoprotein inhibitior	-	0.9870	98.70%
P-glycoprotein substrate	-	0.8422	84.22%
CYP3A4 substrate	-	0.5362	53.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.9766	97.66%
CYP2C9 inhibition	-	0.9348	93.48%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.9547	95.47%
CYP2C8 inhibition	-	0.8532	85.32%
CYP inhibitory promiscuity	-	0.9885	98.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.7818	78.18%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8931	89.31%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5809	58.09%
skin sensitisation	-	0.8814	88.14%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4891	48.91%
Acute Oral Toxicity (c)	III	0.6873	68.73%
Estrogen receptor binding	-	0.7794	77.94%
Androgen receptor binding	-	0.7018	70.18%
Thyroid receptor binding	-	0.7881	78.81%
Glucocorticoid receptor binding	-	0.5353	53.53%
Aromatase binding	-	0.5955	59.55%
PPAR gamma	-	0.6608	66.08%
Honey bee toxicity	-	0.9259	92.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.7462	74.62%

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	95.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.03%	88.56%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.58%	93.40%
CHEMBL228	P31645	Serotonin transporter	81.15%	95.51%

Plants that contains it

• Prunus domestica

Cross-Links

• PubChem: 163005331
• LOTUS: LTS0135939
• wikiData: Q105223282