PlantaeDB Logo
Login Sign-up

(1R)-1-quinolin-5-yl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

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 eecb81ac-5f84-43d1-8a8e-08ef78172def
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (1R)-1-quinolin-5-yl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H17N3/c1-2-8-18-14(5-1)16-10-12-22-19(20(16)23-18)15-6-3-9-17-13(15)7-4-11-21-17/h1-9,11,19,22-23H,10,12H2/t19-/m1/s1
InChI Key ZKCIPURLAKBANX-LJQANCHMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H17N3
Molecular Weight 299.40 g/mol
Exact Mass 299.142247555 g/mol
Topological Polar Surface Area (TPSA) 40.70 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.95
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R)-1-quinolin-5-yl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9940 99.40%
Caco-2 + 0.6801 68.01%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Nucleus 0.5926 59.26%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9301 93.01%
OATP1B3 inhibitior + 0.9497 94.97%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.8730 87.30%
P-glycoprotein inhibitior - 0.5390 53.90%
P-glycoprotein substrate - 0.6052 60.52%
CYP3A4 substrate + 0.6046 60.46%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4673 46.73%
CYP3A4 inhibition - 0.6300 63.00%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition + 0.8136 81.36%
CYP2D6 inhibition + 0.8932 89.32%
CYP1A2 inhibition + 0.6010 60.10%
CYP2C8 inhibition + 0.7448 74.48%
CYP inhibitory promiscuity - 0.5699 56.99%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.7717 77.17%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9796 97.96%
Skin irritation - 0.6589 65.89%
Skin corrosion - 0.8708 87.08%
Ames mutagenesis + 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8928 89.28%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8684 86.84%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7126 71.26%
Acute Oral Toxicity (c) III 0.4902 49.02%
Estrogen receptor binding + 0.9289 92.89%
Androgen receptor binding + 0.7037 70.37%
Thyroid receptor binding + 0.7057 70.57%
Glucocorticoid receptor binding + 0.6365 63.65%
Aromatase binding + 0.8977 89.77%
PPAR gamma + 0.7709 77.09%
Honey bee toxicity - 0.7976 79.76%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity - 0.7078 70.78%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.01% 91.11%
CHEMBL3310 Q96DB2 Histone deacetylase 11 95.93% 88.56%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 94.36% 96.42%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.06% 96.09%
CHEMBL2535 P11166 Glucose transporter 93.98% 98.75%
CHEMBL1951 P21397 Monoamine oxidase A 93.08% 91.49%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.82% 93.99%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 91.74% 85.49%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 91.64% 89.44%
CHEMBL255 P29275 Adenosine A2b receptor 90.59% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.22% 97.09%
CHEMBL4302 P08183 P-glycoprotein 1 89.90% 92.98%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 89.51% 92.67%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 89.10% 95.71%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.95% 96.39%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.90% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.31% 89.00%
CHEMBL1914 P06276 Butyrylcholinesterase 85.94% 95.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 85.83% 96.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.23% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.13% 99.23%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 83.79% 93.10%
CHEMBL1781 P11387 DNA topoisomerase I 83.60% 97.00%
CHEMBL1937 Q92769 Histone deacetylase 2 82.26% 94.75%
CHEMBL2581 P07339 Cathepsin D 82.10% 98.95%
CHEMBL1952 P04818 Thymidylate synthase 81.61% 93.53%
CHEMBL228 P31645 Serotonin transporter 81.43% 95.51%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.81% 96.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.47% 95.56%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.25% 95.56%

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 163195677
LOTUS LTS0144959
wikiData Q105378367