Versimide

Details

• Internal ID: 6316ab39-def6-4bb2-a691-2a5a3b57a728
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)prop-2-enoate
• SMILES (Canonical): CC1CC(=O)N(C1=O)C(=C)C(=O)OC
• SMILES (Isomeric): CC1CC(=O)N(C1=O)C(=C)C(=O)OC
• InChI: InChI=1S/C9H11NO4/c1-5-4-7(11)10(8(5)12)6(2)9(13)14-3/h5H,2,4H2,1,3H3
• InChI Key: KHFBUINXBGUEQW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO₄
• Molecular Weight: 197.19 g/mol
• Exact Mass: 197.06880783 g/mol
• Topological Polar Surface Area (TPSA): 63.70 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• NSC177377
• NSC-177377
• CHEMBL1983472
• KHFBUINXBGUEQW-UHFFFAOYSA-
• methyl 2-(3-methyl-2,5-dioxopyrrolidin-1-yl)prop-2-enoate
• NCI60_001480
• methyl alpha-(methyl-succinimido)-acrylate
• InChI=1/C9H11NO4/c1-5-4-7(11)10(8(5)12)6(2)9(13)14-3/h5H,2,4H2,1,3H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9482	94.82%
Caco-2	-	0.5193	51.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4614	46.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9474	94.74%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8848	88.48%
BSEP inhibitior	-	0.9080	90.80%
P-glycoprotein inhibitior	-	0.9553	95.53%
P-glycoprotein substrate	-	0.8447	84.47%
CYP3A4 substrate	-	0.5430	54.30%
CYP2C9 substrate	-	0.5957	59.57%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.9277	92.77%
CYP2C9 inhibition	-	0.8507	85.07%
CYP2C19 inhibition	-	0.7027	70.27%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.7302	73.02%
CYP2C8 inhibition	-	0.9794	97.94%
CYP inhibitory promiscuity	-	0.9052	90.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5574	55.74%
Eye corrosion	-	0.9244	92.44%
Eye irritation	+	0.5615	56.15%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7075	70.75%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6529	65.29%
skin sensitisation	-	0.8671	86.71%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5549	55.49%
Nephrotoxicity	+	0.7273	72.73%
Acute Oral Toxicity (c)	III	0.5758	57.58%
Estrogen receptor binding	-	0.8363	83.63%
Androgen receptor binding	-	0.7392	73.92%
Thyroid receptor binding	-	0.7129	71.29%
Glucocorticoid receptor binding	-	0.6988	69.88%
Aromatase binding	-	0.8557	85.57%
PPAR gamma	-	0.8842	88.42%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7457	74.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.64%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.86%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.28%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	86.13%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.08%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 301117
• LOTUS: LTS0057899
• wikiData: Q105141116