PlantaeDB Logo
Login Sign-up

(1R)-6-bromo-2-methyl-1-[(2S)-1-methylpyrrolidin-2-yl]-1,3,4,9-tetrahydropyrido[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 02676c39-2c9e-4b75-b293-15bfd3d8e78c
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (1R)-6-bromo-2-methyl-1-[(2S)-1-methylpyrrolidin-2-yl]-1,3,4,9-tetrahydropyrido[3,4-b]indole
SMILES (Canonical) CN1CCCC1C2C3=C(CCN2C)C4=C(N3)C=CC(=C4)Br
SMILES (Isomeric) CN1CCC[C@H]1[C@@H]2C3=C(CCN2C)C4=C(N3)C=CC(=C4)Br
InChI InChI=1S/C17H22BrN3/c1-20-8-3-4-15(20)17-16-12(7-9-21(17)2)13-10-11(18)5-6-14(13)19-16/h5-6,10,15,17,19H,3-4,7-9H2,1-2H3/t15-,17+/m0/s1
InChI Key OALFYDHJYGRPKT-DOTOQJQBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C17H22BrN3
Molecular Weight 348.30 g/mol
Exact Mass 347.09971 g/mol
Topological Polar Surface Area (TPSA) 22.30 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R)-6-bromo-2-methyl-1-[(2S)-1-methylpyrrolidin-2-yl]-1,3,4,9-tetrahydropyrido[3,4-b]indole

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 + 0.9513 95.13%
Blood Brain Barrier + 0.9500 95.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.6326 63.26%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.9055 90.55%
OATP1B3 inhibitior + 0.9394 93.94%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7092 70.92%
P-glycoprotein inhibitior - 0.7856 78.56%
P-glycoprotein substrate - 0.5660 56.60%
CYP3A4 substrate + 0.5556 55.56%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate + 0.7138 71.38%
CYP3A4 inhibition + 0.7861 78.61%
CYP2C9 inhibition - 0.8295 82.95%
CYP2C19 inhibition - 0.7348 73.48%
CYP2D6 inhibition - 0.7733 77.33%
CYP1A2 inhibition - 0.5650 56.50%
CYP2C8 inhibition - 0.8342 83.42%
CYP inhibitory promiscuity + 0.5703 57.03%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7566 75.66%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9957 99.57%
Skin irritation - 0.6894 68.94%
Skin corrosion - 0.9165 91.65%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9401 94.01%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.5677 56.77%
skin sensitisation - 0.8816 88.16%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9419 94.19%
Acute Oral Toxicity (c) II 0.5282 52.82%
Estrogen receptor binding + 0.5673 56.73%
Androgen receptor binding + 0.6454 64.54%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.5754 57.54%
Aromatase binding - 0.4917 49.17%
PPAR gamma + 0.5500 55.00%
Honey bee toxicity - 0.9439 94.39%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6900 69.00%
Fish aquatic toxicity + 0.9884 98.84%

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
CHEMBL240 Q12809 HERG 98.94% 89.76%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 98.30% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.63% 96.09%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 95.06% 90.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.80% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.70% 95.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 94.36% 99.18%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.13% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.50% 95.89%
CHEMBL2581 P07339 Cathepsin D 92.61% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.93% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 88.35% 91.49%
CHEMBL2535 P11166 Glucose transporter 88.25% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.55% 97.09%
CHEMBL238 Q01959 Dopamine transporter 86.55% 95.88%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 86.44% 96.42%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.90% 89.62%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.84% 91.65%
CHEMBL4208 P20618 Proteasome component C5 85.42% 90.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.17% 93.04%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 83.42% 94.01%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.29% 100.00%
CHEMBL1938212 Q9UPP1 Histone lysine demethylase PHF8 82.43% 98.33%
CHEMBL228 P31645 Serotonin transporter 82.26% 95.51%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.97% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.92% 94.45%

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 6554178
LOTUS LTS0260652
wikiData Q105188725