N-[(1R,2S,3R,4R,5S,6R)-4-amino-3-[(2R,3S,6S)-3-amino-6-[(1R)-1-aminoethyl]oxan-2-yl]oxy-2,5-dihydroxy-6-methoxycyclohexyl]-2-(aminomethylideneamino)-N-methylacetamide

Details

• Internal ID: e3bb54f2-7237-48b2-aaad-c1363341502a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: N-[(1R,2S,3R,4R,5S,6R)-4-amino-3-[(2R,3S,6S)-3-amino-6-[(1R)-1-aminoethyl]oxan-2-yl]oxy-2,5-dihydroxy-6-methoxycyclohexyl]-2-(aminomethylideneamino)-N-methylacetamide
• SMILES (Canonical): CC(C1CCC(C(O1)OC2C(C(C(C(C2O)N(C)C(=O)CN=CN)OC)O)N)N)N
• SMILES (Isomeric): C[C@H]([C@@H]1CC[C@@H]([C@H](O1)O[C@@H]2[C@@H]([C@@H]([C@@H]([C@@H]([C@@H]2O)N(C)C(=O)CN=CN)OC)O)N)N)N
• InChI: InChI=1S/C18H36N6O6/c1-8(20)10-5-4-9(21)18(29-10)30-16-12(22)14(26)17(28-3)13(15(16)27)24(2)11(25)6-23-7-19/h7-10,12-18,26-27H,4-6,20-22H2,1-3H3,(H2,19,23)/t8-,9+,10+,12-,13-,14+,15+,16-,17-,18-/m1/s1
• InChI Key: VFBPKQSATYZKRX-GIOBUSRISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₆N₆O₆
• Molecular Weight: 432.50 g/mol
• Exact Mass: 432.26963289 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -4.30
• Atomic LogP (AlogP): -3.56
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9846	98.46%
Caco-2	-	0.7672	76.72%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4370	43.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9369	93.69%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8360	83.60%
P-glycoprotein inhibitior	-	0.7024	70.24%
P-glycoprotein substrate	-	0.5797	57.97%
CYP3A4 substrate	+	0.6652	66.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8228	82.28%
CYP3A4 inhibition	-	0.8717	87.17%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8627	86.27%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	-	0.9163	91.63%
CYP2C8 inhibition	-	0.7040	70.40%
CYP inhibitory promiscuity	-	0.9312	93.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9709	97.09%
Skin irritation	-	0.7713	77.13%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6602	66.02%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8523	85.23%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6779	67.79%
Acute Oral Toxicity (c)	III	0.6167	61.67%
Estrogen receptor binding	+	0.5731	57.31%
Androgen receptor binding	-	0.7852	78.52%
Thyroid receptor binding	+	0.6454	64.54%
Glucocorticoid receptor binding	-	0.6699	66.99%
Aromatase binding	+	0.5674	56.74%
PPAR gamma	-	0.5176	51.76%
Honey bee toxicity	-	0.5867	58.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.9047	90.47%

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	99.28%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.74%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.70%	97.47%
CHEMBL204	P00734	Thrombin	92.34%	96.01%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.31%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.39%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.09%	96.95%
CHEMBL2581	P07339	Cathepsin D	89.49%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.09%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.00%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.66%	96.47%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.86%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.60%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	84.11%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.94%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.42%	95.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.89%	85.31%
CHEMBL1871	P10275	Androgen Receptor	81.26%	96.43%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.68%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.43%	96.38%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.42%	96.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.16%	89.00%

Plants that contains it

• Trichilia claussenii

Cross-Links

• PubChem: 139588949
• LOTUS: LTS0119017
• wikiData: Q103818723