Axinelline A

Details

• Internal ID: 82a6b6bd-a5fe-4dfa-85a4-f90595e00bdc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzamides > Hippuric acids and derivatives
• IUPAC Name: ethyl (2S)-2-[(2,3-dihydroxybenzoyl)amino]-3-hydroxypropanoate
• SMILES (Canonical): CCOC(=O)C(CO)NC(=O)C1=C(C(=CC=C1)O)O
• SMILES (Isomeric): CCOC(=O)[C@H](CO)NC(=O)C1=C(C(=CC=C1)O)O
• InChI: InChI=1S/C12H15NO6/c1-2-19-12(18)8(6-14)13-11(17)7-4-3-5-9(15)10(7)16/h3-5,8,14-16H,2,6H2,1H3,(H,13,17)/t8-/m0/s1
• InChI Key: ZNAULGVROLOSBS-QMMMGPOBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅NO₆
• Molecular Weight: 269.25 g/mol
• Exact Mass: 269.08993720 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• Axinelline A
• BDBM50528369

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8072	80.72%
Caco-2	-	0.7706	77.06%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7390	73.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9383	93.83%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9258	92.58%
P-glycoprotein inhibitior	-	0.9791	97.91%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	-	0.5062	50.62%
CYP2C9 substrate	-	0.6148	61.48%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.8609	86.09%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	-	0.8377	83.77%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.6832	68.32%
CYP2C8 inhibition	-	0.8772	87.72%
CYP inhibitory promiscuity	-	0.9148	91.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7808	78.08%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.6408	64.08%
Skin irritation	-	0.7958	79.58%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7553	75.53%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6378	63.78%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7949	79.49%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5674	56.74%
Acute Oral Toxicity (c)	III	0.7927	79.27%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.4929	49.29%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	-	0.6577	65.77%
PPAR gamma	+	0.6155	61.55%
Honey bee toxicity	-	0.9510	95.10%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7850	78.50%
Fish aquatic toxicity	+	0.6567	65.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.23%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.19%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.66%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.44%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.11%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	84.26%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.04%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.43%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.74%	91.24%
CHEMBL2321614	Q9NPC2	Potassium channel subfamily K member 9	80.59%	80.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588023
• LOTUS: LTS0193343
• wikiData: Q105379906