(5S,6S)-6-amino-5-hydroxy-5-methyl-1,3-oxazinan-4-one

Details

• Internal ID: b301dcad-f58f-46df-94d3-86824c485842
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
• IUPAC Name: (5S,6S)-6-amino-5-hydroxy-5-methyl-1,3-oxazinan-4-one
• SMILES (Canonical): CC1(C(OCNC1=O)N)O
• SMILES (Isomeric): C[C@@]1([C@H](OCNC1=O)N)O
• InChI: InChI=1S/C5H10N2O3/c1-5(9)3(6)10-2-7-4(5)8/h3,9H,2,6H2,1H3,(H,7,8)/t3-,5-/m0/s1
• InChI Key: HUESNBGSDPNMHU-UCORVYFPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₁₀N₂O₃
• Molecular Weight: 146.14 g/mol
• Exact Mass: 146.06914219 g/mol
• Topological Polar Surface Area (TPSA): 84.60 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7456	74.56%
Caco-2	-	0.8115	81.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4688	46.88%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9718	97.18%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9403	94.03%
P-glycoprotein inhibitior	-	0.9849	98.49%
P-glycoprotein substrate	-	0.9306	93.06%
CYP3A4 substrate	-	0.6049	60.49%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.9532	95.32%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	-	0.9795	97.95%
CYP inhibitory promiscuity	-	0.9509	95.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6938	69.38%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.8897	88.97%
Skin irritation	-	0.7751	77.51%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8386	83.86%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.8094	80.94%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6575	65.75%
Acute Oral Toxicity (c)	III	0.5934	59.34%
Estrogen receptor binding	-	0.7851	78.51%
Androgen receptor binding	-	0.9009	90.09%
Thyroid receptor binding	-	0.7056	70.56%
Glucocorticoid receptor binding	-	0.7788	77.88%
Aromatase binding	-	0.7553	75.53%
PPAR gamma	-	0.7433	74.33%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.86%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.32%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.38%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	86.37%	98.59%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.66%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.51%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.31%	92.94%
CHEMBL2581	P07339	Cathepsin D	84.52%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.56%	92.88%
CHEMBL4208	P20618	Proteasome component C5	82.48%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.44%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.84%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%

Plants that contains it

• Zanthoxylum schinifolium

Cross-Links

• PubChem: 55284982
• LOTUS: LTS0171002
• wikiData: Q105033752