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(3S)-3,4-dihydroxy-1-[4-[(1S,12S,13R,14R)-13-(hydroxymethyl)-3,16-dimethyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-14-yl]-5-methyl-1H-pyrrol-2-yl]butan-1-one

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 9ecd4b9a-7b4d-4748-b729-252894532b42
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (3S)-3,4-dihydroxy-1-[4-[(1S,12S,13R,14R)-13-(hydroxymethyl)-3,16-dimethyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-14-yl]-5-methyl-1H-pyrrol-2-yl]butan-1-one
SMILES (Canonical) CC1=C(C=C(N1)C(=O)CC(CO)O)C2CC3C4=C(CC(C2CO)N3C)C5=CC=CC=C5N4C
SMILES (Isomeric) CC1=C(C=C(N1)C(=O)C[C@@H](CO)O)[C@@H]2C[C@H]3C4=C(C[C@@H]([C@@H]2CO)N3C)C5=CC=CC=C5N4C
InChI InChI=1S/C26H33N3O4/c1-14-17(9-21(27-14)25(33)8-15(32)12-30)18-10-24-26-19(11-23(28(24)2)20(18)13-31)16-6-4-5-7-22(16)29(26)3/h4-7,9,15,18,20,23-24,27,30-32H,8,10-13H2,1-3H3/t15-,18-,20+,23-,24-/m0/s1
InChI Key GXPRFZZMNRUCBA-HJHUDZBSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H33N3O4
Molecular Weight 451.60 g/mol
Exact Mass 451.24710654 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.43
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-3,4-dihydroxy-1-[4-[(1S,12S,13R,14R)-13-(hydroxymethyl)-3,16-dimethyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-14-yl]-5-methyl-1H-pyrrol-2-yl]butan-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 + 0.9114 91.14%
Caco-2 - 0.7509 75.09%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5867 58.67%
OATP2B1 inhibitior - 0.8592 85.92%
OATP1B1 inhibitior + 0.8787 87.87%
OATP1B3 inhibitior + 0.9296 92.96%
MATE1 inhibitior - 0.7633 76.33%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7125 71.25%
P-glycoprotein inhibitior + 0.5795 57.95%
P-glycoprotein substrate + 0.7093 70.93%
CYP3A4 substrate + 0.7112 71.12%
CYP2C9 substrate - 0.8060 80.60%
CYP2D6 substrate - 0.6806 68.06%
CYP3A4 inhibition - 0.8082 80.82%
CYP2C9 inhibition - 0.8428 84.28%
CYP2C19 inhibition - 0.8296 82.96%
CYP2D6 inhibition - 0.8275 82.75%
CYP1A2 inhibition - 0.8383 83.83%
CYP2C8 inhibition + 0.5292 52.92%
CYP inhibitory promiscuity - 0.8736 87.36%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6336 63.36%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9840 98.40%
Skin irritation - 0.7981 79.81%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition + 0.8420 84.20%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8837 88.37%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8939 89.39%
Acute Oral Toxicity (c) III 0.6031 60.31%
Estrogen receptor binding + 0.7273 72.73%
Androgen receptor binding + 0.7307 73.07%
Thyroid receptor binding + 0.6591 65.91%
Glucocorticoid receptor binding + 0.7042 70.42%
Aromatase binding + 0.5281 52.81%
PPAR gamma + 0.5972 59.72%
Honey bee toxicity - 0.8554 85.54%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity - 0.3968 39.68%

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 98.87% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.51% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.29% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.92% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.33% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.95% 97.25%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.30% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.62% 91.11%
CHEMBL228 P31645 Serotonin transporter 92.21% 95.51%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 90.12% 89.44%
CHEMBL255 P29275 Adenosine A2b receptor 88.54% 98.59%
CHEMBL2535 P11166 Glucose transporter 86.57% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.36% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.80% 86.92%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.91% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.31% 99.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.57% 97.21%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.04% 91.71%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 81.80% 100.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.70% 96.47%
CHEMBL220 P22303 Acetylcholinesterase 81.15% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.06% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 80.72% 95.93%
CHEMBL5028 O14672 ADAM10 80.30% 97.50%

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.
Alstonia angustifolia

Cross-Links

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PubChem 163195081
LOTUS LTS0176199
wikiData Q105023297