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Baraphenazine 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 fe318727-e0cd-4889-aaf7-83b3776d8965
Taxonomy Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinoxalines > Phenazines and derivatives
IUPAC Name (3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(1H-indol-3-yl)-3a,4,11,11a-tetrahydro-3H-furo[2,3-b]phenazine-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H19N3O6/c27-16-7-3-6-14-18(16)26-15-8-11-17(12-9-24-13-5-2-1-4-10(12)13)23(31,22(29)30)32-21(11)20(28)19(15)25-14/h1-7,9,11,17,20-21,24,27-28,31H,8H2,(H,29,30)/t11-,17-,20-,21+,23?/m0/s1
InChI Key NFKKAYYYJYWZMD-BFNSWRRMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H19N3O6
Molecular Weight 433.40 g/mol
Exact Mass 433.12738533 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.98
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

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(3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(1H-indol-3-yl)-3a,4,11,11a-tetrahydro-3H-furo(2,3-b)phenazine-2-carboxylic acid
(3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(1H-indol-3-yl)-3a,4,11,11a-tetrahydro-3H-furo[2,3-b]phenazine-2-carboxylic acid
RefChem:116460
CHEMBL4443053
CHEBI:224266
(3S,3aS,11S,11aR)-2,6,11-trihydroxy-3-(1H-indol-3-yl)-3a,4,11,11a-tetrahydro-3H-uro[2,3-b]phenazine-2-carboxylic acid

2D Structure

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2D Structure of Baraphenazine B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9083 90.83%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7121 71.21%
OATP2B1 inhibitior - 0.5646 56.46%
OATP1B1 inhibitior + 0.9038 90.38%
OATP1B3 inhibitior + 0.9411 94.11%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8929 89.29%
BSEP inhibitior + 0.6515 65.15%
P-glycoprotein inhibitior - 0.5831 58.31%
P-glycoprotein substrate - 0.5093 50.93%
CYP3A4 substrate + 0.6756 67.56%
CYP2C9 substrate - 0.7970 79.70%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.7408 74.08%
CYP2C9 inhibition - 0.7173 71.73%
CYP2C19 inhibition - 0.6550 65.50%
CYP2D6 inhibition - 0.5984 59.84%
CYP1A2 inhibition + 0.7688 76.88%
CYP2C8 inhibition + 0.7499 74.99%
CYP inhibitory promiscuity + 0.5710 57.10%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6751 67.51%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.8516 85.16%
Skin irritation - 0.7876 78.76%
Skin corrosion - 0.9509 95.09%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4939 49.39%
Micronuclear + 0.9300 93.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6862 68.62%
Acute Oral Toxicity (c) III 0.4069 40.69%
Estrogen receptor binding + 0.6269 62.69%
Androgen receptor binding + 0.7122 71.22%
Thyroid receptor binding + 0.5409 54.09%
Glucocorticoid receptor binding + 0.6557 65.57%
Aromatase binding + 0.6517 65.17%
PPAR gamma + 0.6629 66.29%
Honey bee toxicity - 0.8289 82.89%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.7403 74.03%

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 99.23% 91.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 98.01% 99.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 97.30% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.07% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.92% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.07% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.36% 94.45%
CHEMBL2581 P07339 Cathepsin D 89.89% 98.95%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.79% 92.67%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 89.68% 96.39%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.57% 94.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.82% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.71% 96.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.24% 94.08%
CHEMBL1937 Q92769 Histone deacetylase 2 84.14% 94.75%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.22% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.23% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 81.21% 95.62%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.86% 96.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.61% 92.62%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.61% 83.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.46% 100.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.36% 88.56%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.29% 97.50%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.05% 95.00%

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 145721013
LOTUS LTS0243694
wikiData Q105178523