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(-)-Barettin

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 9219b14a-914a-4769-bee8-09d29fc59dbf
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name 2-[3-[(2S,5Z)-5-[(6-bromo-1H-indol-3-yl)methylidene]-3,6-dioxopiperazin-2-yl]propyl]guanidine
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C17H19BrN6O2/c18-10-3-4-11-9(8-22-13(11)7-10)6-14-16(26)23-12(15(25)24-14)2-1-5-21-17(19)20/h3-4,6-8,12,22H,1-2,5H2,(H,23,26)(H,24,25)(H4,19,20,21)/b14-6-/t12-/m0/s1
InChI Key YYFNNPXWRXQUPR-JVXNRYDGSA-N
Popularity 18 references in papers

Physical and Chemical Properties

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Molecular Formula C17H19BrN6O2
Molecular Weight 419.30 g/mol
Exact Mass 418.07529 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.94
H-Bond Acceptor 3
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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(-)-Barettin
104311-70-8
CHEMBL255898
(-)-Barettine
GBB 1-Z
(S,Z)-1-(3-(5-((6-Bromo-1H-indol-3-yl)methylene)-3,6-dioxopiperazin-2-yl)propyl)guanidine
2-[3-[(2S,5Z)-5-[(6-bromo-1H-indol-3-yl)methylidene]-3,6-dioxopiperazin-2-yl]propyl]guanidine
LAM9W2P97T
starbld0009037
SCHEMBL16158381
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of (-)-Barettin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9781 97.81%
Caco-2 - 0.7750 77.50%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5744 57.44%
OATP2B1 inhibitior - 0.8580 85.80%
OATP1B1 inhibitior + 0.8634 86.34%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.5600 56.00%
OCT2 inhibitior - 0.5067 50.67%
BSEP inhibitior + 0.7649 76.49%
P-glycoprotein inhibitior - 0.6452 64.52%
P-glycoprotein substrate + 0.5739 57.39%
CYP3A4 substrate + 0.5956 59.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8183 81.83%
CYP3A4 inhibition + 0.7823 78.23%
CYP2C9 inhibition - 0.6615 66.15%
CYP2C19 inhibition - 0.6192 61.92%
CYP2D6 inhibition - 0.8414 84.14%
CYP1A2 inhibition - 0.5444 54.44%
CYP2C8 inhibition + 0.5906 59.06%
CYP inhibitory promiscuity - 0.7323 73.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5779 57.79%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9941 99.41%
Skin irritation - 0.7728 77.28%
Skin corrosion - 0.9239 92.39%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8541 85.41%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8457 84.57%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.6892 68.92%
Acute Oral Toxicity (c) III 0.5599 55.99%
Estrogen receptor binding + 0.8086 80.86%
Androgen receptor binding + 0.6762 67.62%
Thyroid receptor binding + 0.5493 54.93%
Glucocorticoid receptor binding + 0.8467 84.67%
Aromatase binding + 0.8274 82.74%
PPAR gamma + 0.7550 75.50%
Honey bee toxicity - 0.8262 82.62%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.6406 64.06%

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 99.78% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.99% 94.45%
CHEMBL5443 O00311 Cell division cycle 7-related protein kinase 98.46% 96.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.37% 91.49%
CHEMBL4040 P28482 MAP kinase ERK2 95.53% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.24% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.60% 95.56%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 92.81% 89.62%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 91.21% 83.57%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.88% 92.88%
CHEMBL1937 Q92769 Histone deacetylase 2 90.73% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.20% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.45% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.16% 92.94%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.69% 83.10%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.58% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.34% 89.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.07% 95.56%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 84.75% 95.52%
CHEMBL4530 P00488 Coagulation factor XIII 84.71% 96.00%
CHEMBL1829 O15379 Histone deacetylase 3 84.07% 95.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.99% 89.67%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.74% 85.30%
CHEMBL1781 P11387 DNA topoisomerase I 82.90% 97.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 82.83% 81.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.36% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 81.96% 98.59%
CHEMBL2581 P07339 Cathepsin D 81.56% 98.95%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 81.44% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.41% 86.33%
CHEMBL4581 P52732 Kinesin-like protein 1 80.68% 93.18%
CHEMBL2535 P11166 Glucose transporter 80.51% 98.75%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 80.35% 94.01%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.29% 93.03%

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 11177588
LOTUS LTS0128552
wikiData Q808098