2-[5-hydroxy-5-(hydroxymethyl)-3-(1-hydroxypropan-2-ylamino)-2-methoxycyclohex-2-en-1-ylidene]azaniumylacetate

Details

• Internal ID: b92e050f-b80a-40b5-8f8e-7764649ab999
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 2-[5-hydroxy-5-(hydroxymethyl)-3-(1-hydroxypropan-2-ylamino)-2-methoxycyclohex-2-en-1-ylidene]azaniumylacetate
• SMILES (Canonical): CC(CO)NC1=C(C(=[NH+]CC(=O)[O-])CC(C1)(CO)O)OC
• SMILES (Isomeric): CC(CO)NC1=C(C(=[NH+]CC(=O)[O-])CC(C1)(CO)O)OC
• InChI: InChI=1S/C13H22N2O6/c1-8(6-16)15-10-4-13(20,7-17)3-9(12(10)21-2)14-5-11(18)19/h8,15-17,20H,3-7H2,1-2H3,(H,18,19)
• InChI Key: HWSJJSITUUMTSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂N₂O₆
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.14778643 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -4.40
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9276	92.76%
Caco-2	-	0.6524	65.24%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6385	63.85%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8838	88.38%
BSEP inhibitior	-	0.6548	65.48%
P-glycoprotein inhibitior	-	0.9237	92.37%
P-glycoprotein substrate	-	0.6492	64.92%
CYP3A4 substrate	+	0.5984	59.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8537	85.37%
CYP3A4 inhibition	-	0.9864	98.64%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8318	83.18%
CYP2D6 inhibition	-	0.8610	86.10%
CYP1A2 inhibition	-	0.8300	83.00%
CYP2C8 inhibition	-	0.8963	89.63%
CYP inhibitory promiscuity	-	0.9375	93.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6319	63.19%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.8606	86.06%
Skin irritation	-	0.7544	75.44%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4943	49.43%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7946	79.46%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5814	58.14%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	-	0.5734	57.34%
Androgen receptor binding	-	0.6663	66.63%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.6178	61.78%
Aromatase binding	-	0.5521	55.21%
PPAR gamma	+	0.6460	64.60%
Honey bee toxicity	-	0.8992	89.92%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7449	74.49%

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	98.08%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.36%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.96%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.32%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.39%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.34%	98.95%
CHEMBL4208	P20618	Proteasome component C5	85.67%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.09%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	81.21%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21773783
• LOTUS: LTS0269591
• wikiData: Q105034811