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Bipolaramide

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 57a225ee-4e8f-45a5-836d-790bdbd3b577
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
IUPAC Name (1S,11S)-5,15-dihydroxy-3,13-diazapentacyclo[11.7.0.03,11.04,9.014,19]icosa-4(9),5,7,14(19),15,17-hexaene-2,12-dione
SMILES (Canonical) C1C2C(=O)N3C(CC4=C3C(=CC=C4)O)C(=O)N2C5=C1C=CC=C5O
SMILES (Isomeric) C1[C@H]2C(=O)N3[C@@H](CC4=C3C(=CC=C4)O)C(=O)N2C5=C1C=CC=C5O
InChI InChI=1S/C18H14N2O4/c21-13-5-1-3-9-7-11-17(23)20-12(18(24)19(11)15(9)13)8-10-4-2-6-14(22)16(10)20/h1-6,11-12,21-22H,7-8H2/t11-,12-/m0/s1
InChI Key GTOVKZDHLOHHHT-RYUDHWBXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C18H14N2O4
Molecular Weight 322.30 g/mol
Exact Mass 322.09535693 g/mol
Topological Polar Surface Area (TPSA) 81.10 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.33
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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(-)-Bipolaramide
EU3A52R27S
UNII-EU3A52R27S
82220-76-6
6H,13H-Pyrazino(1,2-a:4,5-a')diindole-6,13-dione, 6a,7,13a,14-tetrahydro-4,11-dihydroxy-, (6aS,13aS)-
6H,13H-Pyrazino(1,2-a:4,5-a')diindole-6,13-dione, 6a,7,13a,14-tetrahydro-4,11-dihydroxy-, (6as-cis)-

2D Structure

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2D Structure of Bipolaramide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9160 91.60%
Caco-2 + 0.8248 82.48%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8277 82.77%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.9685 96.85%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8231 82.31%
BSEP inhibitior - 0.7616 76.16%
P-glycoprotein inhibitior - 0.9084 90.84%
P-glycoprotein substrate - 0.9154 91.54%
CYP3A4 substrate - 0.5836 58.36%
CYP2C9 substrate - 0.8120 81.20%
CYP2D6 substrate - 0.7459 74.59%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.7768 77.68%
CYP2C19 inhibition - 0.8807 88.07%
CYP2D6 inhibition - 0.7788 77.88%
CYP1A2 inhibition - 0.5921 59.21%
CYP2C8 inhibition - 0.9842 98.42%
CYP inhibitory promiscuity - 0.7308 73.08%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6117 61.17%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.7948 79.48%
Skin irritation - 0.7990 79.90%
Skin corrosion - 0.9649 96.49%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6292 62.92%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.7418 74.18%
skin sensitisation - 0.9211 92.11%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.6061 60.61%
Acute Oral Toxicity (c) III 0.5549 55.49%
Estrogen receptor binding + 0.6178 61.78%
Androgen receptor binding + 0.6902 69.02%
Thyroid receptor binding - 0.6184 61.84%
Glucocorticoid receptor binding + 0.7621 76.21%
Aromatase binding - 0.6283 62.83%
PPAR gamma + 0.6716 67.16%
Honey bee toxicity - 0.9466 94.66%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.7010 70.10%

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
CHEMBL2581 P07339 Cathepsin D 95.34% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 95.17% 95.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.10% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 94.81% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.94% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.44% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.32% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 88.39% 93.40%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.86% 99.23%
CHEMBL1902 P62942 FK506-binding protein 1A 84.58% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.30% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.88% 93.03%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.77% 90.71%

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 15625431
LOTUS LTS0050644
wikiData Q105019168