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6-Methoxyspirotryprostatin 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 4670889d-2ff1-40f4-8b4c-c715902c0a21
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (5S,6S,9S)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodec-3-ene-5,3'-1H-indole]-2,2',8-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H23N3O4/c1-12(2)9-18-22(14-7-6-13(29-3)10-15(14)23-21(22)28)11-17-19(26)24-8-4-5-16(24)20(27)25(17)18/h6-7,9-11,16,18H,4-5,8H2,1-3H3,(H,23,28)/t16-,18-,22-/m0/s1
InChI Key UHQKDPCPFNXIDU-ZJBJCVSYSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C22H23N3O4
Molecular Weight 393.40 g/mol
Exact Mass 393.16885622 g/mol
Topological Polar Surface Area (TPSA) 79.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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CHEBI:66707
1031727-28-2
(2S,3S,5aS)-5a,6,7,8-Tetrahydro-6'-methoxy-3-(2-methyl-1-propen-1-yl)spiro[5H,10H-dipyrrolo[1,2-a:1',2'-d]pyrazine-2(3H),3'-[3H]indole]-2',5,10(1'H)-trione
(2S,3S,5aS)-6'-methoxy-3-(2-methylprop-1-en-1-yl)-5a,6,7,8-tetrahydro-5H,10H-spiro[dipyrrolo[1,2-a:1',2'-d]pyrazine-2,3'-indole]-2',5,10(1'H)-trione
CHEMBL488302
AKOS040763147
F92763
Q27135329
(5S,6S,9S)-6'-methoxy-6-(2-methylprop-1-enyl)spiro[1,7-diazatricyclo[7.3.0.03,7]dodec-3-ene-5,3'-1H-indole]-2,2',8-trione

2D Structure

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2D Structure of 6-Methoxyspirotryprostatin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9776 97.76%
Caco-2 + 0.6113 61.13%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.8642 86.42%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8776 87.76%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6822 68.22%
BSEP inhibitior + 0.9271 92.71%
P-glycoprotein inhibitior + 0.6481 64.81%
P-glycoprotein substrate + 0.5330 53.30%
CYP3A4 substrate + 0.6612 66.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8388 83.88%
CYP3A4 inhibition + 0.6668 66.68%
CYP2C9 inhibition - 0.6557 65.57%
CYP2C19 inhibition - 0.7127 71.27%
CYP2D6 inhibition - 0.8636 86.36%
CYP1A2 inhibition + 0.5304 53.04%
CYP2C8 inhibition - 0.6003 60.03%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5774 57.74%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9852 98.52%
Skin irritation - 0.7903 79.03%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6819 68.19%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5322 53.22%
skin sensitisation - 0.8665 86.65%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.5631 56.31%
Acute Oral Toxicity (c) III 0.6444 64.44%
Estrogen receptor binding + 0.7482 74.82%
Androgen receptor binding + 0.6983 69.83%
Thyroid receptor binding + 0.6388 63.88%
Glucocorticoid receptor binding + 0.7685 76.85%
Aromatase binding + 0.7416 74.16%
PPAR gamma + 0.7773 77.73%
Honey bee toxicity - 0.7928 79.28%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9357 93.57%

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 98.80% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.50% 98.95%
CHEMBL1902 P62942 FK506-binding protein 1A 97.41% 97.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.07% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.03% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.51% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.10% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 93.51% 91.03%
CHEMBL4208 P20618 Proteasome component C5 92.45% 90.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.51% 93.40%
CHEMBL241 Q14432 Phosphodiesterase 3A 90.52% 92.94%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.30% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.27% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.31% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.05% 97.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.04% 82.69%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.60% 93.99%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.87% 93.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.89% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.79% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 82.45% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.66% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.22% 91.07%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.91% 99.18%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.80% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.09% 90.24%

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 24900164
LOTUS LTS0183963
wikiData Q27135329