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N-[(2S,3R)-6-(Aminomethyl)-2-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-3,4-dihydro-2H-pyran-3-yl]formamide

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 90a66805-8c18-47e2-af87-b182b01eff21
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
IUPAC Name N-[(2S,3R)-6-(aminomethyl)-2-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-3,4-dihydro-2H-pyran-3-yl]formamide
SMILES (Canonical) CC1(COC(C(C1NC)O)OC2C(CC(C(C2O)OC3C(CC=C(O3)CN)NC=O)N)N)O
SMILES (Isomeric) C[C@@]1(CO[C@@H]([C@@H]([C@H]1NC)O)O[C@H]2[C@@H](C[C@@H]([C@H]([C@@H]2O)O[C@@H]3[C@@H](CC=C(O3)CN)NC=O)N)N)O
InChI InChI=1S/C20H37N5O8/c1-20(29)7-30-19(14(28)17(20)24-2)33-16-11(23)5-10(22)15(13(16)27)32-18-12(25-8-26)4-3-9(6-21)31-18/h3,8,10-19,24,27-29H,4-7,21-23H2,1-2H3,(H,25,26)/t10-,11+,12+,13-,14+,15+,16-,17+,18+,19+,20-/m0/s1
InChI Key CEKWVQNWPXXMIU-QFPUGEGSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H37N5O8
Molecular Weight 475.50 g/mol
Exact Mass 475.26421316 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP -4.80
Atomic LogP (AlogP) -4.06
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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N-[(2S,3R)-6-(Aminomethyl)-2-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-3,4-dihydro-2H-pyran-3-yl]formamide
2'-N-Formylsisomycin
G 367 S1
G-367 S(1)
D-Streptamine, O-6-amino-2,3,4,6-tetradeoxy-2-(formylamino)-alpha-D-glycero-hex-4-enopyranosyl-(1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6))-2-deoxy-, (SP-4-2)-

2D Structure

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2D Structure of N-[(2S,3R)-6-(Aminomethyl)-2-[(1R,2S,3S,4R,6S)-4,6-diamino-3-[(2R,3R,4R,5R)-3,5-dihydroxy-5-methyl-4-(methylamino)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-3,4-dihydro-2H-pyran-3-yl]formamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9611 96.11%
Caco-2 - 0.8646 86.46%
Blood Brain Barrier - 0.9750 97.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Lysosomes 0.5075 50.75%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9117 91.17%
OATP1B3 inhibitior + 0.9465 94.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.7285 72.85%
P-glycoprotein inhibitior - 0.7991 79.91%
P-glycoprotein substrate - 0.6419 64.19%
CYP3A4 substrate + 0.6623 66.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7995 79.95%
CYP3A4 inhibition - 0.9757 97.57%
CYP2C9 inhibition - 0.9121 91.21%
CYP2C19 inhibition - 0.8960 89.60%
CYP2D6 inhibition - 0.9082 90.82%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.5480 54.80%
CYP inhibitory promiscuity - 0.9170 91.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5616 56.16%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9757 97.57%
Skin irritation - 0.7721 77.21%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6752 67.52%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.7306 73.06%
skin sensitisation - 0.8241 82.41%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7918 79.18%
Acute Oral Toxicity (c) III 0.7645 76.45%
Estrogen receptor binding - 0.6694 66.94%
Androgen receptor binding + 0.6126 61.26%
Thyroid receptor binding - 0.6103 61.03%
Glucocorticoid receptor binding + 0.6546 65.46%
Aromatase binding + 0.7024 70.24%
PPAR gamma + 0.6829 68.29%
Honey bee toxicity - 0.7858 78.58%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity - 0.6866 68.66%

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 97.77% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.37% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.86% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.47% 95.56%
CHEMBL3492 P49721 Proteasome Macropain subunit 91.75% 90.24%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.03% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 88.59% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.78% 91.07%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 86.28% 91.83%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.08% 94.33%
CHEMBL4208 P20618 Proteasome component C5 84.92% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.61% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.93% 95.71%
CHEMBL5028 O14672 ADAM10 83.83% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.60% 99.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.42% 92.88%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.01% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.45% 97.28%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 82.14% 82.86%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.49% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 80.21% 97.79%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 12889386
LOTUS LTS0128826
wikiData Q104955795