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(2S,3R,4R,5S,6S)-6-[(1S,2S,3S,4R,6R)-4,6-diamino-3-[(2R,3S,6R)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-2-(hydroxymethyl)-3-methyl-4-(methylamino)oxane-3,5-diol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 090c2282-1196-4b08-8088-bd9446293a04
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > 2-deoxystreptamine aminoglycosides > 4,6-disubstituted 2-deoxystreptamines
IUPAC Name (2S,3R,4R,5S,6S)-6-[(1S,2S,3S,4R,6R)-4,6-diamino-3-[(2R,3S,6R)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-2-(hydroxymethyl)-3-methyl-4-(methylamino)oxane-3,5-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H43N5O8/c1-21(30)13(8-27)32-20(15(29)18(21)26-3)34-17-12(24)6-11(23)16(14(17)28)33-19-10(22)5-4-9(31-19)7-25-2/h9-20,25-30H,4-8,22-24H2,1-3H3/t9-,10+,11-,12-,13+,14+,15+,16+,17+,18-,19-,20-,21+/m1/s1
InChI Key QRFTYPADWBSLMZ-LGJMBIGVSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H43N5O8
Molecular Weight 493.60 g/mol
Exact Mass 493.31116335 g/mol
Topological Polar Surface Area (TPSA) 220.00 Ų
XlogP -4.60
Atomic LogP (AlogP) -4.36
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5S,6S)-6-[(1S,2S,3S,4R,6R)-4,6-diamino-3-[(2R,3S,6R)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-2-(hydroxymethyl)-3-methyl-4-(methylamino)oxane-3,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9766 97.66%
Caco-2 - 0.8540 85.40%
Blood Brain Barrier - 1.0000 100.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Lysosomes 0.7178 71.78%
OATP2B1 inhibitior - 0.8639 86.39%
OATP1B1 inhibitior + 0.9281 92.81%
OATP1B3 inhibitior + 0.9391 93.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.9659 96.59%
P-glycoprotein inhibitior - 0.7273 72.73%
P-glycoprotein substrate - 0.7315 73.15%
CYP3A4 substrate + 0.6674 66.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7233 72.33%
CYP3A4 inhibition - 0.9758 97.58%
CYP2C9 inhibition - 0.9213 92.13%
CYP2C19 inhibition - 0.9134 91.34%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.9300 93.00%
CYP2C8 inhibition + 0.4770 47.70%
CYP inhibitory promiscuity - 0.9748 97.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5995 59.95%
Eye corrosion - 0.9841 98.41%
Eye irritation - 0.9648 96.48%
Skin irritation - 0.7484 74.84%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis - 0.5833 58.33%
Human Ether-a-go-go-Related Gene inhibition - 0.3699 36.99%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.5871 58.71%
skin sensitisation - 0.8407 84.07%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.6534 65.34%
Acute Oral Toxicity (c) IV 0.5367 53.67%
Estrogen receptor binding - 0.4935 49.35%
Androgen receptor binding - 0.4937 49.37%
Thyroid receptor binding - 0.7147 71.47%
Glucocorticoid receptor binding + 0.7025 70.25%
Aromatase binding + 0.6614 66.14%
PPAR gamma + 0.5948 59.48%
Honey bee toxicity - 0.8568 85.68%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.9031 90.31%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 98.11% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.45% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.65% 96.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 92.93% 97.53%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.15% 96.21%
CHEMBL4040 P28482 MAP kinase ERK2 91.43% 83.82%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 90.39% 95.17%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 89.45% 95.58%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.01% 94.45%
CHEMBL4581 P52732 Kinesin-like protein 1 88.81% 93.18%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.73% 96.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.69% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.12% 95.50%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.88% 94.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.84% 96.77%
CHEMBL226 P30542 Adenosine A1 receptor 82.54% 95.93%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 82.27% 97.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.12% 94.33%
CHEMBL206 P03372 Estrogen receptor alpha 81.54% 97.64%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.43% 97.14%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.20% 92.88%
CHEMBL2996 Q05655 Protein kinase C delta 80.55% 97.79%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.34% 100.00%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.27% 95.83%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163051731
LOTUS LTS0084715
wikiData Q105226274