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Brevianamide F

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 fbb0a716-ca45-4b12-b138-4d9da8067eed
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
InChI Key RYFZBPVMVYTEKZ-KBPBESRZSA-N
Popularity 40 references in papers

Physical and Chemical Properties

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Molecular Formula C16H17N3O2
Molecular Weight 283.32 g/mol
Exact Mass 283.132076794 g/mol
Topological Polar Surface Area (TPSA) 65.20 Ų
XlogP 1.50
Atomic LogP (AlogP) 1.20
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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38136-70-8
Cyclo-L-Trp-L-Pro
L-prolyl-L-tryptophan anhydride
cyclo-(Trp-Pro)
Cyclo(L-Pro-L-Trp)
Cyclo-L-tryptophyl-L-proline
(3S,8aS)-3-((1H-Indol-3-yl)methyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(3s,8as)-3-(1h-Indol-3-Ylmethyl)hexahydropyrrolo[1,2-A]pyrazine-1,4-Dione
cyclo-L-tryptophanyl-L-proline
76XZ426FPP
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Brevianamide F

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9725 97.25%
Caco-2 + 0.7158 71.58%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7910 79.10%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9200 92.00%
OATP1B3 inhibitior + 0.9453 94.53%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior + 0.6186 61.86%
BSEP inhibitior + 0.7039 70.39%
P-glycoprotein inhibitior - 0.8842 88.42%
P-glycoprotein substrate - 0.5175 51.75%
CYP3A4 substrate + 0.6077 60.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7750 77.50%
CYP3A4 inhibition + 0.6161 61.61%
CYP2C9 inhibition - 0.5257 52.57%
CYP2C19 inhibition + 0.5236 52.36%
CYP2D6 inhibition - 0.8285 82.85%
CYP1A2 inhibition - 0.5985 59.85%
CYP2C8 inhibition - 0.8334 83.34%
CYP inhibitory promiscuity + 0.7339 73.39%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6972 69.72%
Eye corrosion - 0.9942 99.42%
Eye irritation - 0.9958 99.58%
Skin irritation - 0.7993 79.93%
Skin corrosion - 0.9515 95.15%
Ames mutagenesis - 0.7154 71.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7314 73.14%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.6091 60.91%
skin sensitisation - 0.9298 92.98%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5041 50.41%
Estrogen receptor binding - 0.4891 48.91%
Androgen receptor binding - 0.6343 63.43%
Thyroid receptor binding - 0.7142 71.42%
Glucocorticoid receptor binding - 0.5304 53.04%
Aromatase binding + 0.6896 68.96%
PPAR gamma - 0.5551 55.51%
Honey bee toxicity - 0.8970 89.70%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity - 0.4263 42.63%

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 98.21% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.90% 98.95%
CHEMBL333 P08253 Matrix metalloproteinase-2 96.97% 96.31%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 95.31% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.27% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 95.12% 88.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 94.76% 97.64%
CHEMBL3524 P56524 Histone deacetylase 4 94.46% 92.97%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.31% 90.08%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.35% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.95% 96.09%
CHEMBL1978 P11511 Cytochrome P450 19A1 91.27% 91.76%
CHEMBL1902 P62942 FK506-binding protein 1A 91.14% 97.05%
CHEMBL321 P14780 Matrix metalloproteinase 9 89.66% 92.12%
CHEMBL217 P14416 Dopamine D2 receptor 89.48% 95.62%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.17% 96.39%
CHEMBL228 P31645 Serotonin transporter 87.89% 95.51%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.86% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.48% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.13% 93.99%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.52% 93.03%
CHEMBL1951 P21397 Monoamine oxidase A 86.34% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.20% 89.62%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 85.07% 91.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.66% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.36% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.90% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.70% 85.14%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.92% 92.67%
CHEMBL1937 Q92769 Histone deacetylase 2 82.86% 94.75%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.75% 96.25%
CHEMBL255 P29275 Adenosine A2b receptor 82.30% 98.59%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.10% 83.10%

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 181567
LOTUS LTS0004001
wikiData Q25323862