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8-Chlororugulovasine B

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 b0a0220d-0b45-4a06-9b97-7148b4da8116
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (4R,5R)-8-chloro-3'-methyl-4-(methylamino)spiro[3,4-dihydro-1H-benzo[cd]indole-5,5'-furan]-2'-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C16H15ClN2O2/c1-8-6-16(21-15(8)20)10-3-4-11(17)14-13(10)9(7-19-14)5-12(16)18-2/h3-4,6-7,12,18-19H,5H2,1-2H3/t12-,16-/m1/s1
InChI Key SDYOUVJWVNBXPX-MLGOLLRUSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C16H15ClN2O2
Molecular Weight 302.75 g/mol
Exact Mass 302.0822054 g/mol
Topological Polar Surface Area (TPSA) 54.10 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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59787-46-1
U88MC9AU1M
UNII-U88MC9AU1M
DTXSID30975196
TOXIN A (PENICILLIUM ISLANDICUM)
Q27290847
8-Chloro-4'-methyl-4-(methylamino)-3,4-dihydro-1H,5'H-spiro[benzo[cd]indole-5,2'-furan]-5'-one
SPIRO(BENZ(CD)INDOLE-5(1H),2'(5'H)-FURAN)-5'-ONE, 8-CHLORO-3,4-DIHYDRO-4'-METHYL-4-(METHYLAMINO)-, (2'R,4R)-REL
SPIRO(BENZ(CD)INDOLE-5(1H),2'(5'H)-FURAN)-5'-ONE, 8-CHLORO-3,4-DIHYDRO-4'-METHYL-4-(METHYLAMINO)-, TRANS-
SPIRO(BENZ(CD)INDOLE-5(1H),2'(5'H)-FURAN)-5'-ONE, 8-CHLORO-3,4-DIHYDRO-4'-METHYL-4-(METHYLAMINO)-, TRANS-(+/-)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 8-Chlororugulovasine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.5803 58.03%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.5722 57.22%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior + 0.8987 89.87%
OATP1B3 inhibitior + 0.9410 94.10%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6051 60.51%
P-glycoprotein inhibitior - 0.9074 90.74%
P-glycoprotein substrate - 0.5732 57.32%
CYP3A4 substrate + 0.6707 67.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7634 76.34%
CYP3A4 inhibition - 0.6119 61.19%
CYP2C9 inhibition - 0.5155 51.55%
CYP2C19 inhibition + 0.5830 58.30%
CYP2D6 inhibition - 0.7572 75.72%
CYP1A2 inhibition - 0.5000 50.00%
CYP2C8 inhibition + 0.5491 54.91%
CYP inhibitory promiscuity + 0.9109 91.09%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Danger 0.4370 43.70%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9838 98.38%
Skin irritation - 0.7560 75.60%
Skin corrosion - 0.9232 92.32%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition + 0.8856 88.56%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.8133 81.33%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.4945 49.45%
Acute Oral Toxicity (c) III 0.4659 46.59%
Estrogen receptor binding + 0.9266 92.66%
Androgen receptor binding + 0.5686 56.86%
Thyroid receptor binding + 0.6578 65.78%
Glucocorticoid receptor binding + 0.7858 78.58%
Aromatase binding + 0.7181 71.81%
PPAR gamma + 0.7193 71.93%
Honey bee toxicity - 0.7257 72.57%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7800 78.00%
Fish aquatic toxicity + 0.9628 96.28%

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 97.90% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 97.28% 83.82%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.58% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.32% 93.99%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 92.35% 94.80%
CHEMBL3401 O75469 Pregnane X receptor 91.55% 94.73%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.09% 93.03%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.06% 94.45%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 89.65% 85.11%
CHEMBL4208 P20618 Proteasome component C5 89.56% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.28% 94.00%
CHEMBL2581 P07339 Cathepsin D 89.18% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 88.88% 97.79%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.08% 96.39%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.51% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.57% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.09% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 85.93% 98.59%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 84.31% 96.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.47% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.10% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.85% 100.00%
CHEMBL2850 P49840 Glycogen synthase kinase-3 alpha 81.02% 88.84%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 80.22% 95.55%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.02% 89.62%

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 162891
LOTUS LTS0105131
wikiData Q27290847