N-[(1R,3R,4S,5R,6S)-1,4,5-trihydroxy-3-(hydroxymethyl)-2-oxa-7-azabicyclo[4.1.0]heptan-6-yl]acetamide

Details

• Internal ID: df69e2d7-8b2f-4491-ae54-e5cfab5a1bcd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Amino sugars > Acylaminosugars
• IUPAC Name: N-[(1R,3R,4S,5R,6S)-1,4,5-trihydroxy-3-(hydroxymethyl)-2-oxa-7-azabicyclo[4.1.0]heptan-6-yl]acetamide
• SMILES (Canonical): CC(=O)NC12C(C(C(OC1(N2)O)CO)O)O
• SMILES (Isomeric): CC(=O)N[C@]12[C@H]([C@@H]([C@H](O[C@]1(N2)O)CO)O)O
• InChI: InChI=1S/C8H14N2O6/c1-3(12)9-7-6(14)5(13)4(2-11)16-8(7,15)10-7/h4-6,10-11,13-15H,2H2,1H3,(H,9,12)/t4-,5-,6+,7+,8-/m1/s1
• InChI Key: CFHQIDNEXLQJPR-QQGCVABSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄N₂O₆
• Molecular Weight: 234.21 g/mol
• Exact Mass: 234.08518617 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.82
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8025	80.25%
Caco-2	-	0.9312	93.12%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4127	41.27%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9583	95.83%
P-glycoprotein inhibitior	-	0.9616	96.16%
P-glycoprotein substrate	-	0.7786	77.86%
CYP3A4 substrate	-	0.5261	52.61%
CYP2C9 substrate	-	0.8055	80.55%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.9770	97.70%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8507	85.07%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.8142	81.42%
CYP2C8 inhibition	-	0.9344	93.44%
CYP inhibitory promiscuity	-	0.9882	98.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9978	99.78%
Skin irritation	-	0.7677	76.77%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6696	66.96%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5204	52.04%
skin sensitisation	-	0.8117	81.17%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.5328	53.28%
Estrogen receptor binding	+	0.5858	58.58%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5791	57.91%
Glucocorticoid receptor binding	-	0.6281	62.81%
Aromatase binding	-	0.6289	62.89%
PPAR gamma	-	0.7168	71.68%
Honey bee toxicity	-	0.8140	81.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.9403	94.03%

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	96.87%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.93%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.52%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.42%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	87.64%	94.73%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.99%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.56%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.96%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.85%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	80.38%	98.59%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.30%	97.28%

Plants that contains it

• Cannabis sativa
• Polygala tenuifolia

Cross-Links

• PubChem: 56955950
• NPASS: NPC65455