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(1S)-1-[(1S)-6-bromo-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]-2-(4-methylphenyl)ethanamine

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 d5a7cd90-7071-44d7-b575-36fef6c6cb94
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (1S)-1-[(1S)-6-bromo-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]-2-(4-methylphenyl)ethanamine
SMILES (Canonical) CC1=CC=C(C=C1)CC(C2C3=C(CCN2C)C4=C(N3)C=CC(=C4)Br)N
SMILES (Isomeric) CC1=CC=C(C=C1)C[C@@H]([C@H]2C3=C(CCN2C)C4=C(N3)C=CC(=C4)Br)N
InChI InChI=1S/C21H24BrN3/c1-13-3-5-14(6-4-13)11-18(23)21-20-16(9-10-25(21)2)17-12-15(22)7-8-19(17)24-20/h3-8,12,18,21,24H,9-11,23H2,1-2H3/t18-,21-/m0/s1
InChI Key FHPDHCCEDGUNMX-RXVVDRJESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H24BrN3
Molecular Weight 398.30 g/mol
Exact Mass 397.11536 g/mol
Topological Polar Surface Area (TPSA) 45.10 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S)-1-[(1S)-6-bromo-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]-2-(4-methylphenyl)ethanamine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9851 98.51%
Caco-2 + 0.7913 79.13%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Lysosomes 0.6718 67.18%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.9109 91.09%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior + 0.6250 62.50%
BSEP inhibitior + 0.9604 96.04%
P-glycoprotein inhibitior + 0.6779 67.79%
P-glycoprotein substrate + 0.5994 59.94%
CYP3A4 substrate + 0.5672 56.72%
CYP2C9 substrate - 0.6000 60.00%
CYP2D6 substrate + 0.6212 62.12%
CYP3A4 inhibition + 0.8461 84.61%
CYP2C9 inhibition - 0.7831 78.31%
CYP2C19 inhibition - 0.7696 76.96%
CYP2D6 inhibition - 0.6276 62.76%
CYP1A2 inhibition - 0.5228 52.28%
CYP2C8 inhibition - 0.7353 73.53%
CYP inhibitory promiscuity + 0.5718 57.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6913 69.13%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9982 99.82%
Skin irritation - 0.7284 72.84%
Skin corrosion - 0.9032 90.32%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9811 98.11%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5052 50.52%
skin sensitisation - 0.8589 85.89%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.9785 97.85%
Acute Oral Toxicity (c) III 0.5147 51.47%
Estrogen receptor binding + 0.9086 90.86%
Androgen receptor binding + 0.6399 63.99%
Thyroid receptor binding + 0.7728 77.28%
Glucocorticoid receptor binding + 0.7252 72.52%
Aromatase binding + 0.7895 78.95%
PPAR gamma + 0.6812 68.12%
Honey bee toxicity - 0.8449 84.49%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9367 93.67%

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 98.97% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.57% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 97.22% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.62% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.01% 95.56%
CHEMBL240 Q12809 HERG 94.97% 89.76%
CHEMBL4581 P52732 Kinesin-like protein 1 94.91% 93.18%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 94.72% 95.34%
CHEMBL5608 Q16288 NT-3 growth factor receptor 94.07% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 92.98% 95.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.82% 91.71%
CHEMBL3192 Q9BY41 Histone deacetylase 8 89.63% 93.99%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 89.36% 94.01%
CHEMBL3837 P07711 Cathepsin L 89.35% 96.61%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.16% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.80% 91.11%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.24% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.15% 97.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 86.34% 89.62%
CHEMBL1907 P15144 Aminopeptidase N 85.84% 93.31%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.70% 85.00%
CHEMBL2535 P11166 Glucose transporter 84.30% 98.75%
CHEMBL4506 Q96EB6 NAD-dependent deacetylase sirtuin 1 83.90% 88.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.80% 97.25%
CHEMBL1991 O14920 Inhibitor of nuclear factor kappa B kinase beta subunit 83.35% 97.15%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.17% 94.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.98% 90.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.97% 93.00%
CHEMBL1781 P11387 DNA topoisomerase I 80.61% 97.00%

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 21635112
LOTUS LTS0123920
wikiData Q105105086