PlantaeDB Logo
Login Sign-up

Discorhabdine C

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

Top
Internal ID 277d8e3c-c9da-464c-9289-ac06944a5da6
Taxonomy Organoheterocyclic compounds > Phenanthrolines
IUPAC Name 2',6'-dibromo-10-methylspiro[6,10,15-triazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),2(7),9(16),11-tetraene-3,4'-cyclohexa-2,5-diene]-1',8-dione
SMILES (Canonical) CN1C=C2CCN=C3C2=C1C(=O)C4=C3C5(CCN4)C=C(C(=O)C(=C5)Br)Br
SMILES (Isomeric) CN1C=C2CCN=C3C2=C1C(=O)C4=C3C5(CCN4)C=C(C(=O)C(=C5)Br)Br
InChI InChI=1S/C19H15Br2N3O2/c1-24-8-9-2-4-22-14-12(9)16(24)18(26)15-13(14)19(3-5-23-15)6-10(20)17(25)11(21)7-19/h6-8,23H,2-5H2,1H3
InChI Key RZOQYNKZXIRKBG-UHFFFAOYSA-N
Popularity 5 references in papers

Physical and Chemical Properties

Top
Molecular Formula C19H15Br2N3O2
Molecular Weight 477.10 g/mol
Exact Mass 476.95105 g/mol
Topological Polar Surface Area (TPSA) 63.50 Ų
XlogP 3.20
Atomic LogP (AlogP) 2.94
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

Top
Discorhabdine C
CHEMBL17290
RZOQYNKZXIRKBG-UHFFFAOYSA-
BDBM50478844
2',6'-dibromo-10-methylspiro[6,10,15-triazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),2(7),9(16),11-tetraene-3,4'-cyclohexa-2,5-diene]-1',8-dione
InChI=1/C19H15Br2N3O2/c1-24-8-9-2-4-22-14-12(9)16(24)18(26)15-13(14)19(3-5-23-15)6-10(20)17(25)11(21)7-19/h6-8,23H,2-5H2,1H3

2D Structure

Top
2D Structure of Discorhabdine C

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9720 97.20%
Caco-2 - 0.5534 55.34%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.4896 48.96%
OATP2B1 inhibitior - 0.8506 85.06%
OATP1B1 inhibitior + 0.9119 91.19%
OATP1B3 inhibitior + 0.9400 94.00%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.4870 48.70%
P-glycoprotein inhibitior - 0.6908 69.08%
P-glycoprotein substrate - 0.5333 53.33%
CYP3A4 substrate + 0.6471 64.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8065 80.65%
CYP3A4 inhibition + 0.7603 76.03%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition - 0.5560 55.60%
CYP2D6 inhibition - 0.6563 65.63%
CYP1A2 inhibition + 0.5105 51.05%
CYP2C8 inhibition - 0.8720 87.20%
CYP inhibitory promiscuity + 0.8815 88.15%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8310 83.10%
Carcinogenicity (trinary) Non-required 0.5453 54.53%
Eye corrosion - 0.9802 98.02%
Eye irritation - 0.9645 96.45%
Skin irritation - 0.7581 75.81%
Skin corrosion - 0.9064 90.64%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6413 64.13%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6460 64.60%
skin sensitisation - 0.8187 81.87%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6722 67.22%
Acute Oral Toxicity (c) III 0.5699 56.99%
Estrogen receptor binding + 0.7622 76.22%
Androgen receptor binding + 0.6245 62.45%
Thyroid receptor binding + 0.6893 68.93%
Glucocorticoid receptor binding + 0.7576 75.76%
Aromatase binding + 0.6352 63.52%
PPAR gamma + 0.8288 82.88%
Honey bee toxicity - 0.8509 85.09%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity - 0.4422 44.22%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 95.83% 93.40%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 95.52% 95.71%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 94.28% 93.10%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 91.73% 96.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.65% 95.56%
CHEMBL255 P29275 Adenosine A2b receptor 89.50% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.24% 94.00%
CHEMBL228 P31645 Serotonin transporter 89.23% 95.51%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.16% 96.38%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.94% 96.39%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.92% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 87.49% 94.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.30% 96.77%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 85.11% 98.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.98% 93.99%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.07% 93.04%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 84.05% 91.03%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.76% 100.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.63% 96.21%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 83.18% 80.96%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.91% 90.71%
CHEMBL202 P00374 Dihydrofolate reductase 82.62% 89.92%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.09% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.02% 95.89%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.22% 93.03%
CHEMBL1938212 Q9UPP1 Histone lysine demethylase PHF8 80.99% 98.33%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 80.92% 92.68%

Plants that contains it

Top
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

Top
PubChem 9891193
LOTUS LTS0179731
wikiData Q105248497