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quassidine A

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 e60ab518-7de6-4562-9d21-4e091011c3ff
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 4,8-dimethoxy-1-[(1R,2R)-2-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)cyclobutyl]-9H-pyrido[3,4-b]indole
SMILES (Canonical) COC1=CC=CC2=C1NC3=C2C(=CN=C3C4CCC4C5=NC=C(C6=C5NC7=CC=CC=C76)OC)OC
SMILES (Isomeric) COC1=CC=CC2=C1NC3=C2C(=CN=C3[C@@H]4CC[C@H]4C5=NC=C(C6=C5NC7=CC=CC=C76)OC)OC
InChI InChI=1S/C29H26N4O3/c1-34-20-10-6-8-18-24-22(36-3)14-31-27(29(24)33-25(18)20)16-12-11-15(16)26-28-23(21(35-2)13-30-26)17-7-4-5-9-19(17)32-28/h4-10,13-16,32-33H,11-12H2,1-3H3/t15-,16-/m1/s1
InChI Key MQTKEFAXTQTDJF-HZPDHXFCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H26N4O3
Molecular Weight 478.50 g/mol
Exact Mass 478.20049070 g/mol
Topological Polar Surface Area (TPSA) 85.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 6.43
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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CHEMBL1087520
DTXSID601111941
1207862-36-9
rel-4,8-Dimethoxy-1-[(1R,2R)-2-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)cyclobutyl]-9H-pyrido[3,4-b]indole

2D Structure

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2D Structure of quassidine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9881 98.81%
Caco-2 - 0.6102 61.02%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.9082 90.82%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.9285 92.85%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9682 96.82%
P-glycoprotein inhibitior + 0.8815 88.15%
P-glycoprotein substrate + 0.5647 56.47%
CYP3A4 substrate + 0.6616 66.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4572 45.72%
CYP3A4 inhibition + 0.8523 85.23%
CYP2C9 inhibition - 0.7379 73.79%
CYP2C19 inhibition + 0.5461 54.61%
CYP2D6 inhibition - 0.7212 72.12%
CYP1A2 inhibition + 0.8158 81.58%
CYP2C8 inhibition + 0.8773 87.73%
CYP inhibitory promiscuity + 0.9265 92.65%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4751 47.51%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9495 94.95%
Skin irritation - 0.8375 83.75%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8866 88.66%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5732 57.32%
skin sensitisation - 0.9164 91.64%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.5509 55.09%
Acute Oral Toxicity (c) III 0.5791 57.91%
Estrogen receptor binding + 0.8775 87.75%
Androgen receptor binding + 0.8070 80.70%
Thyroid receptor binding + 0.7737 77.37%
Glucocorticoid receptor binding + 0.8235 82.35%
Aromatase binding + 0.6581 65.81%
PPAR gamma + 0.7356 73.56%
Honey bee toxicity - 0.8326 83.26%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.7600 76.00%
Fish aquatic toxicity - 0.6100 61.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.98% 96.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 94.74% 95.56%
CHEMBL2535 P11166 Glucose transporter 94.18% 98.75%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 93.42% 85.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.46% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 92.27% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.67% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.62% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.46% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.54% 91.11%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.05% 89.44%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.52% 88.56%
CHEMBL1907 P15144 Aminopeptidase N 87.02% 93.31%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.64% 96.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.22% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 85.67% 97.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.65% 90.08%
CHEMBL5203 P33316 dUTP pyrophosphatase 84.15% 99.18%
CHEMBL2581 P07339 Cathepsin D 83.89% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.55% 92.62%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.27% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.19% 96.00%
CHEMBL4302 P08183 P-glycoprotein 1 82.27% 92.98%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.15% 92.94%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 82.00% 96.39%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.70% 89.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.17% 89.62%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 81.03% 94.03%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 80.83% 92.67%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.60% 94.08%

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.
Picrasma quassioides

Cross-Links

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PubChem 46184320
NPASS NPC101543
LOTUS LTS0026107
wikiData Q105170268