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2,3,4,5,6-Pentahydroxycyclohexyl 6'-bromo-2,2',4,6-tetrahydroxy-6-methyl-8,8a,9,10-tetrahydro-6H-spiro[cyclopenta[e]pyrimido[4,5-b][1,4]diazepine-7,3'-indole]-8-carboxylate

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 172ed611-1cfd-469f-9be1-c1ccb4bd514c
Taxonomy Organoheterocyclic compounds > Pyrimidodiazepines
IUPAC Name (2,3,4,5,6-pentahydroxycyclohexyl) 6-bromo-4'-hydroxy-4'-methyl-2,12',14'-trioxospiro[1H-indole-3,5'-2,9,11,13-tetrazatricyclo[8.4.0.03,7]tetradeca-1(10),2-diene]-6'-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H26BrN5O11/c1-24(41)18-7(5-27-19-11(29-18)20(37)31-23(40)30-19)10(25(24)8-3-2-6(26)4-9(8)28-22(25)39)21(38)42-17-15(35)13(33)12(32)14(34)16(17)36/h2-4,7,10,12-17,32-36,41H,5H2,1H3,(H,28,39)(H3,27,30,31,37,40)
InChI Key AFDHDUMCMVFEIH-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26BrN5O11
Molecular Weight 652.40 g/mol
Exact Mass 651.08122 g/mol
Topological Polar Surface Area (TPSA) 259.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -3.06
H-Bond Acceptor 13
H-Bond Donor 10
Rotatable Bonds 2

Synonyms

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2,3,4,5,6-Pentahydroxycyclohexyl 6'-bromo-2,2',4,6-tetrahydroxy-6-methyl-8,8a,9,10-tetrahydro-6H-spiro[cyclopenta[e]pyrimido[4,5-b][1,4]diazepine-7,3'-indole]-8-carboxylate
(Des-xylopyranosyl)neosurugatoxin
DTXSID30912869

2D Structure

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2D Structure of 2,3,4,5,6-Pentahydroxycyclohexyl 6'-bromo-2,2',4,6-tetrahydroxy-6-methyl-8,8a,9,10-tetrahydro-6H-spiro[cyclopenta[e]pyrimido[4,5-b][1,4]diazepine-7,3'-indole]-8-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8741 87.41%
Caco-2 - 0.8852 88.52%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.3715 37.15%
OATP2B1 inhibitior - 0.7080 70.80%
OATP1B1 inhibitior + 0.8657 86.57%
OATP1B3 inhibitior + 0.9401 94.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.4533 45.33%
P-glycoprotein inhibitior - 0.4612 46.12%
P-glycoprotein substrate + 0.6365 63.65%
CYP3A4 substrate + 0.6979 69.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8654 86.54%
CYP3A4 inhibition - 0.8199 81.99%
CYP2C9 inhibition - 0.7104 71.04%
CYP2C19 inhibition - 0.7030 70.30%
CYP2D6 inhibition - 0.8505 85.05%
CYP1A2 inhibition - 0.6545 65.45%
CYP2C8 inhibition + 0.6206 62.06%
CYP inhibitory promiscuity - 0.6896 68.96%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7800 78.00%
Carcinogenicity (trinary) Non-required 0.5865 58.65%
Eye corrosion - 0.9820 98.20%
Eye irritation - 0.9370 93.70%
Skin irritation - 0.7776 77.76%
Skin corrosion - 0.9283 92.83%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6248 62.48%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5647 56.47%
skin sensitisation - 0.8370 83.70%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8223 82.23%
Acute Oral Toxicity (c) III 0.5735 57.35%
Estrogen receptor binding + 0.6611 66.11%
Androgen receptor binding + 0.7296 72.96%
Thyroid receptor binding + 0.5463 54.63%
Glucocorticoid receptor binding + 0.5632 56.32%
Aromatase binding + 0.5802 58.02%
PPAR gamma + 0.6124 61.24%
Honey bee toxicity - 0.7064 70.64%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.8654 86.54%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.15% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.58% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.01% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.76% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.24% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.67% 94.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 89.39% 80.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.64% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 88.54% 98.59%
CHEMBL4208 P20618 Proteasome component C5 87.61% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.87% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.17% 85.14%
CHEMBL2535 P11166 Glucose transporter 85.87% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.82% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.16% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.35% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.33% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.25% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.27% 86.33%

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 127222
LOTUS LTS0183066
wikiData Q104911024