3-[(3S)-4-methylidene-2,5-dioxopyrrolidin-3-yl]propanoic acid

Details

• Internal ID: e23fadf8-948c-47a9-9fb8-90f58487ce86
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: 3-[(3S)-4-methylidene-2,5-dioxopyrrolidin-3-yl]propanoic acid
• SMILES (Canonical): C=C1C(C(=O)NC1=O)CCC(=O)O
• SMILES (Isomeric): C=C1[C@@H](C(=O)NC1=O)CCC(=O)O
• InChI: InChI=1S/C8H9NO4/c1-4-5(2-3-6(10)11)8(13)9-7(4)12/h5H,1-3H2,(H,10,11)(H,9,12,13)/t5-/m0/s1
• InChI Key: HWRKHCHRWDVQPP-YFKPBYRVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.16 g/mol
• Exact Mass: 183.05315777 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.32
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 86408-37-9
• Isohematinic acid
• CHEBI:223061
• 3-[(3S)-4-methylidene-2,5-dioxopyrrolidin-3-yl]propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8854	88.54%
Caco-2	-	0.9055	90.55%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7173	71.73%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	-	0.9739	97.39%
P-glycoprotein inhibitior	-	0.9906	99.06%
P-glycoprotein substrate	-	0.9209	92.09%
CYP3A4 substrate	-	0.6367	63.67%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.9505	95.05%
CYP2C9 inhibition	-	0.9175	91.75%
CYP2C19 inhibition	-	0.9244	92.44%
CYP2D6 inhibition	-	0.9182	91.82%
CYP1A2 inhibition	-	0.8854	88.54%
CYP2C8 inhibition	-	0.9210	92.10%
CYP inhibitory promiscuity	-	0.9873	98.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9153	91.53%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9649	96.49%
Eye irritation	+	0.7989	79.89%
Skin irritation	-	0.7883	78.83%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8209	82.09%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.6679	66.79%
skin sensitisation	-	0.8883	88.83%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6950	69.50%
Acute Oral Toxicity (c)	III	0.5898	58.98%
Estrogen receptor binding	-	0.8235	82.35%
Androgen receptor binding	-	0.6296	62.96%
Thyroid receptor binding	-	0.8161	81.61%
Glucocorticoid receptor binding	-	0.5966	59.66%
Aromatase binding	-	0.8122	81.22%
PPAR gamma	-	0.7430	74.30%
Honey bee toxicity	-	0.9394	93.94%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4731	47.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	90.82%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.88%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.38%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.96%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.67%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589054
• LOTUS: LTS0145869
• wikiData: Q105034792