Iminoaspartic acid

Details

• Internal ID: f7ffa65c-3f7c-4600-8af1-4da6bdd9df18
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 2-iminobutanedioic acid
• SMILES (Canonical): C(C(=N)C(=O)O)C(=O)O
• SMILES (Isomeric): C(C(=N)C(=O)O)C(=O)O
• InChI: InChI=1S/C4H5NO4/c5-2(4(8)9)1-3(6)7/h5H,1H2,(H,6,7)(H,8,9)
• InChI Key: NMUOATVLLQEYHI-UHFFFAOYSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₅NO₄
• Molecular Weight: 131.09 g/mol
• Exact Mass: 131.02185764 g/mol
• Topological Polar Surface Area (TPSA): 98.40 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.43
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 2-iminobutanedioic acid
• 79067-61-1
• QHW8YF5XND
• 2-imino-butanedioic acid
• Butanedioic acid, imino-
• CHEBI:50616
• RefChem:148009
• iminoaspartate
• iminosuccinate
• iminosuccinic acid
• alpha-iminosuccinate
• imino-Butanedioate
• imino-Butanedioic acid
• UNII-QHW8YF5XND
• SCHEMBL2230776
• DTXSID30868498
• BUTANEDIOIC ACID, 2-IMINO-
• 2-AZANYLIDENEBUTANEDIOIC ACID
• LMFA01170110
• NS00123804
• C05840
• Q18351121

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6256	62.56%
Caco-2	-	0.8011	80.11%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6259	62.59%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9668	96.68%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9777	97.77%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.9794	97.94%
CYP3A4 substrate	-	0.8149	81.49%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.9403	94.03%
CYP2C9 inhibition	-	0.9497	94.97%
CYP2C19 inhibition	-	0.9606	96.06%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	-	0.9930	99.30%
CYP inhibitory promiscuity	-	0.9966	99.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.7459	74.59%
Eye corrosion	-	0.9637	96.37%
Eye irritation	+	0.9831	98.31%
Skin irritation	-	0.7335	73.35%
Skin corrosion	-	0.9084	90.84%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7662	76.62%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9185	91.85%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6415	64.15%
Acute Oral Toxicity (c)	III	0.6671	66.71%
Estrogen receptor binding	-	0.9238	92.38%
Androgen receptor binding	-	0.8892	88.92%
Thyroid receptor binding	-	0.8759	87.59%
Glucocorticoid receptor binding	-	0.8494	84.94%
Aromatase binding	-	0.8729	87.29%
PPAR gamma	-	0.6197	61.97%
Honey bee toxicity	-	0.9658	96.58%
Biodegradation	+	0.9500	95.00%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	-	0.8249	82.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	84.07%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.90%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	80.78%	83.82%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.72%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.21%	99.17%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 796
• LOTUS: LTS0199405
• wikiData: Q18351121