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4-[(6,7-Dimethoxy-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl)methyl]phenol

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 13678460-f082-4724-b23c-62fcc3bc1725
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 4-[(6,7-dimethoxy-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl)methyl]phenol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H24N2O3/c1-23-9-8-15-16-11-19(25-2)20(26-3)12-17(16)22-21(15)18(23)10-13-4-6-14(24)7-5-13/h4-7,11-12,18,22,24H,8-10H2,1-3H3
InChI Key YQWJJRCGIHXGJU-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24N2O3
Molecular Weight 352.40 g/mol
Exact Mass 352.17869263 g/mol
Topological Polar Surface Area (TPSA) 57.70 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-[(6,7-Dimethoxy-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl)methyl]phenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9518 95.18%
Caco-2 + 0.8278 82.78%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7327 73.27%
OATP2B1 inhibitior - 0.8563 85.63%
OATP1B1 inhibitior + 0.8801 88.01%
OATP1B3 inhibitior + 0.9131 91.31%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.8134 81.34%
P-glycoprotein inhibitior + 0.6841 68.41%
P-glycoprotein substrate + 0.8065 80.65%
CYP3A4 substrate + 0.6456 64.56%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate + 0.7596 75.96%
CYP3A4 inhibition - 0.8068 80.68%
CYP2C9 inhibition - 0.8805 88.05%
CYP2C19 inhibition - 0.8024 80.24%
CYP2D6 inhibition + 0.7077 70.77%
CYP1A2 inhibition - 0.5119 51.19%
CYP2C8 inhibition + 0.6033 60.33%
CYP inhibitory promiscuity - 0.5473 54.73%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6793 67.93%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9521 95.21%
Skin irritation - 0.7727 77.27%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis + 0.5546 55.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8611 86.11%
Micronuclear + 0.6000 60.00%
Hepatotoxicity - 0.6915 69.15%
skin sensitisation - 0.8990 89.90%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9277 92.77%
Acute Oral Toxicity (c) III 0.6194 61.94%
Estrogen receptor binding + 0.8139 81.39%
Androgen receptor binding + 0.5481 54.81%
Thyroid receptor binding + 0.7596 75.96%
Glucocorticoid receptor binding + 0.7403 74.03%
Aromatase binding + 0.7596 75.96%
PPAR gamma + 0.7308 73.08%
Honey bee toxicity - 0.8755 87.55%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8627 86.27%

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 99.25% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.56% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.10% 98.95%
CHEMBL2535 P11166 Glucose transporter 95.53% 98.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.50% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.45% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.30% 93.99%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.54% 92.94%
CHEMBL5747 Q92793 CREB-binding protein 93.46% 95.12%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.15% 91.11%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.39% 93.40%
CHEMBL4208 P20618 Proteasome component C5 91.80% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.94% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.03% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.65% 95.89%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.37% 91.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.47% 99.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.43% 91.71%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 85.62% 97.31%
CHEMBL4040 P28482 MAP kinase ERK2 85.12% 83.82%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.06% 93.10%
CHEMBL3820 P35557 Hexokinase type IV 83.95% 91.96%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 83.26% 90.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.96% 89.62%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.32% 85.49%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.83% 85.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.37% 82.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.45% 92.62%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.41% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.36% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 80.19% 98.59%

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 14655897
LOTUS LTS0153013
wikiData Q105352619