2-(hydroxymethyl)-1-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)-3-(4-methoxy-9H-pyrido[3,4-b]indol-8-yl)propan-1-one

Details

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Internal ID 44b4f6da-cc53-4f14-97b4-c160a9ba1024
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 2-(hydroxymethyl)-1-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)-3-(4-methoxy-9H-pyrido[3,4-b]indol-8-yl)propan-1-one
SMILES (Canonical) COC1=CN=C(C2=C1C3=CC=CC=C3N2)C(=O)C(CC4=C5C(=CC=C4)C6=C(C=NC=C6N5)OC)CO
SMILES (Isomeric) COC1=CN=C(C2=C1C3=CC=CC=C3N2)C(=O)C(CC4=C5C(=CC=C4)C6=C(C=NC=C6N5)OC)CO
InChI InChI=1S/C28H24N4O4/c1-35-21-12-29-11-20-23(21)18-8-5-6-15(25(18)32-20)10-16(14-33)28(34)27-26-24(22(36-2)13-30-27)17-7-3-4-9-19(17)31-26/h3-9,11-13,16,31-33H,10,14H2,1-2H3
InChI Key GDNABFKSOFYTMM-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H24N4O4
Molecular Weight 480.50 g/mol
Exact Mass 480.17975526 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.80
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(hydroxymethyl)-1-(4-methoxy-9H-pyrido[3,4-b]indol-1-yl)-3-(4-methoxy-9H-pyrido[3,4-b]indol-8-yl)propan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.8091 80.91%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.8119 81.19%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8874 88.74%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9831 98.31%
P-glycoprotein inhibitior + 0.8550 85.50%
P-glycoprotein substrate + 0.6474 64.74%
CYP3A4 substrate + 0.6563 65.63%
CYP2C9 substrate - 0.5700 57.00%
CYP2D6 substrate - 0.7956 79.56%
CYP3A4 inhibition - 0.5158 51.58%
CYP2C9 inhibition - 0.8469 84.69%
CYP2C19 inhibition - 0.7282 72.82%
CYP2D6 inhibition - 0.7396 73.96%
CYP1A2 inhibition + 0.6945 69.45%
CYP2C8 inhibition + 0.8249 82.49%
CYP inhibitory promiscuity + 0.5250 52.50%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6365 63.65%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9297 92.97%
Skin irritation - 0.8440 84.40%
Skin corrosion - 0.9623 96.23%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7515 75.15%
Micronuclear + 0.7600 76.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.9028 90.28%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.6464 64.64%
Acute Oral Toxicity (c) III 0.7152 71.52%
Estrogen receptor binding + 0.7450 74.50%
Androgen receptor binding + 0.7654 76.54%
Thyroid receptor binding + 0.5967 59.67%
Glucocorticoid receptor binding + 0.7552 75.52%
Aromatase binding + 0.6007 60.07%
PPAR gamma + 0.6846 68.46%
Honey bee toxicity - 0.7985 79.85%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6549 65.49%
Fish aquatic toxicity - 0.7950 79.50%

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 98.67% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.55% 85.14%
CHEMBL2535 P11166 Glucose transporter 95.27% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.84% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.46% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.74% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.72% 99.17%
CHEMBL2581 P07339 Cathepsin D 90.92% 98.95%
CHEMBL1255126 O15151 Protein Mdm4 88.35% 90.20%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.30% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.29% 96.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.82% 95.56%
CHEMBL1781 P11387 DNA topoisomerase I 87.41% 97.00%
CHEMBL1907 P15144 Aminopeptidase N 87.10% 93.31%
CHEMBL255 P29275 Adenosine A2b receptor 86.59% 98.59%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.04% 89.44%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.85% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.45% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.82% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 81.92% 94.73%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 81.02% 95.48%

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 5320552
NPASS NPC178227
LOTUS LTS0134505
wikiData Q105106353