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1,1'-[4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)hexopyranosyl]-3-C-(hydroxymethyl)pentofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine

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 66515bf7-4f10-43d3-8b10-211dc536592a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
IUPAC Name 2-[3-(diaminomethylideneamino)-4-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
SMILES (Canonical) CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O
SMILES (Isomeric) CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(CO)O
InChI InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)
InChI Key ASXBYYWOLISCLQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H41N7O12
Molecular Weight 583.60 g/mol
Exact Mass 583.28131977 g/mol
Topological Polar Surface Area (TPSA) 340.00 Ų
XlogP -8.20
Atomic LogP (AlogP) -8.37
H-Bond Acceptor 15
H-Bond Donor 13
Rotatable Bonds 9

Synonyms

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AKOS025247995
FT-0624968
FT-0625618
N,N'-[4-({5-Deoxy-2-O-[2-deoxy-2-(methylamino)hexopyranosyl]-3-C-(hydroxymethyl)pentofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine

2D Structure

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2D Structure of 1,1'-[4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)hexopyranosyl]-3-C-(hydroxymethyl)pentofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9601 96.01%
Caco-2 - 0.8599 85.99%
Blood Brain Barrier - 0.9500 95.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Lysosomes 0.6388 63.88%
OATP2B1 inhibitior - 0.7303 73.03%
OATP1B1 inhibitior + 0.9242 92.42%
OATP1B3 inhibitior + 0.9482 94.82%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9051 90.51%
P-glycoprotein inhibitior - 0.9166 91.66%
P-glycoprotein substrate - 0.5822 58.22%
CYP3A4 substrate + 0.6257 62.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8216 82.16%
CYP3A4 inhibition - 0.9442 94.42%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition - 0.6656 66.56%
CYP inhibitory promiscuity - 0.9250 92.50%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5793 57.93%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9347 93.47%
Skin irritation - 0.7779 77.79%
Skin corrosion - 0.9213 92.13%
Ames mutagenesis + 0.6646 66.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4662 46.62%
Micronuclear + 0.7900 79.00%
Hepatotoxicity - 0.8226 82.26%
skin sensitisation + 0.6952 69.52%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6544 65.44%
Acute Oral Toxicity (c) III 0.5380 53.80%
Estrogen receptor binding + 0.6522 65.22%
Androgen receptor binding - 0.8512 85.12%
Thyroid receptor binding + 0.6055 60.55%
Glucocorticoid receptor binding + 0.5376 53.76%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.6472 64.72%
Honey bee toxicity - 0.6605 66.05%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity - 0.9174 91.74%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293235 P02545 Prelamin-A/C 398.1 nM
 Potency
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.88% 96.09%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 96.08% 95.58%
CHEMBL218 P21554 Cannabinoid CB1 receptor 94.81% 96.61%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 90.91% 83.57%
CHEMBL299 P17252 Protein kinase C alpha 90.30% 98.03%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 89.86% 96.21%
CHEMBL226 P30542 Adenosine A1 receptor 88.88% 95.93%
CHEMBL2996 Q05655 Protein kinase C delta 88.84% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.44% 97.09%
CHEMBL1991 O14920 Inhibitor of nuclear factor kappa B kinase beta subunit 85.59% 97.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.47% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.96% 95.89%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 83.86% 97.88%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 83.43% 92.32%
CHEMBL2581 P07339 Cathepsin D 83.39% 98.95%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.83% 95.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.47% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.64% 95.50%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.14% 92.88%

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 3069
LOTUS LTS0234013
wikiData Q103816400