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[(3R,4R,5R)-2-[5-(4-Bromo-2,3-dioxobutyl)sulfanyl-1H-imidazo[2,1-f]purin-3-ium-3-yl]-4-hydroxy-5-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate

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 3921b59b-8764-41bd-b626-ef31a90498d3
Taxonomy Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside monophosphates
IUPAC Name [(3R,4R,5R)-2-[5-(4-bromo-2,3-dioxobutyl)sulfanyl-1H-imidazo[2,1-f]purin-3-ium-3-yl]-4-hydroxy-5-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate
SMILES (Canonical) C1=CN2C(=N1)C3=C(N=C2SCC(=O)C(=O)CBr)[N+](=CN3)C4C(C(C(O4)COP(=O)(O)O)O)OP(=O)(O)O
SMILES (Isomeric) C1=CN2C(=N1)C3=C(N=C2SCC(=O)C(=O)CBr)[N+](=CN3)C4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)OP(=O)(O)O
InChI InChI=1S/C16H18BrN5O12P2S/c17-3-7(23)8(24)5-37-16-20-14-10(13-18-1-2-21(13)16)19-6-22(14)15-12(34-36(29,30)31)11(25)9(33-15)4-32-35(26,27)28/h1-2,6,9,11-12,15,25H,3-5H2,(H4,26,27,28,29,30,31)/p+1/t9-,11-,12-,15?/m1/s1
InChI Key UFGRPFGLXVTQEE-FJFSNTMWSA-O
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C16H19BrN5O12P2S+
Molecular Weight 647.30 g/mol
Exact Mass 645.94095 g/mol
Topological Polar Surface Area (TPSA) 272.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -1.03
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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[(3R,4R,5R)-2-[5-(4-Bromo-2,3-dioxobutyl)sulfanyl-1H-imidazo[2,1-f]purin-3-ium-3-yl]-4-hydroxy-5-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate
DTXSID60913344
(8,8'-Bi-1H-Naphtho(2,3-c)pyran)-1,1',6,6',9,9'-hexone, 7-amino-3,3',4,4'-tetrahydro-7',10,10'-trihydroxy-3,3'-dimethyl-, (R-(R*,R*))-
5-[(4-Bromo-2,3-dioxobutyl)sulfanyl]-3-(2,5-di-O-phosphonopentofuranosyl)-3,9-dihydroimidazo[2,1-i]purin-6-ium

2D Structure

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2D Structure of [(3R,4R,5R)-2-[5-(4-Bromo-2,3-dioxobutyl)sulfanyl-1H-imidazo[2,1-f]purin-3-ium-3-yl]-4-hydroxy-5-(phosphonooxymethyl)oxolan-3-yl] dihydrogen phosphate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5559 55.59%
Caco-2 - 0.8607 86.07%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.3777 37.77%
OATP2B1 inhibitior + 0.5733 57.33%
OATP1B1 inhibitior + 0.8603 86.03%
OATP1B3 inhibitior + 0.9379 93.79%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8061 80.61%
P-glycoprotein inhibitior + 0.5865 58.65%
P-glycoprotein substrate + 0.5411 54.11%
CYP3A4 substrate + 0.6848 68.48%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8486 84.86%
CYP3A4 inhibition - 0.8937 89.37%
CYP2C9 inhibition - 0.7785 77.85%
CYP2C19 inhibition - 0.7612 76.12%
CYP2D6 inhibition - 0.8617 86.17%
CYP1A2 inhibition - 0.7139 71.39%
CYP2C8 inhibition + 0.6892 68.92%
CYP inhibitory promiscuity - 0.8224 82.24%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8232 82.32%
Carcinogenicity (trinary) Non-required 0.5082 50.82%
Eye corrosion - 0.9802 98.02%
Eye irritation - 0.9389 93.89%
Skin irritation - 0.7533 75.33%
Skin corrosion - 0.9168 91.68%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition - 0.6167 61.67%
Micronuclear + 0.9800 98.00%
Hepatotoxicity + 0.5450 54.50%
skin sensitisation - 0.8301 83.01%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7350 73.50%
Acute Oral Toxicity (c) III 0.5630 56.30%
Estrogen receptor binding + 0.7159 71.59%
Androgen receptor binding + 0.6067 60.67%
Thyroid receptor binding + 0.5476 54.76%
Glucocorticoid receptor binding - 0.4649 46.49%
Aromatase binding + 0.6856 68.56%
PPAR gamma + 0.6891 68.91%
Honey bee toxicity - 0.6584 65.84%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5595 55.95%
Fish aquatic toxicity + 0.8874 88.74%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.83% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.09% 94.00%
CHEMBL1741221 Q9Y4P1 Cysteine protease ATG4B 87.17% 87.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.12% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.11% 99.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 87.08% 81.11%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 86.98% 80.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.12% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.95% 97.25%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.40% 89.67%
CHEMBL2243 O00519 Anandamide amidohydrolase 81.67% 97.53%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.61% 89.34%
CHEMBL3401 O75469 Pregnane X receptor 81.53% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.23% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.14% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.13% 91.24%

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 127078
LOTUS LTS0100064
wikiData Q82883925