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1-[3-[3-[(1-carboxy-2-hydroxyethyl)carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid

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 8bb24b07-2ae1-474e-9924-d2fbd3c3cce7
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-[3-[3-[(1-carboxy-2-hydroxyethyl)carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
SMILES (Canonical) C1CC(N(C1)C(=O)CCC2=C3C(=CC(=N2)C(=O)NC(CO)C(=O)O)C4=C(N3)C=CC(=C4)O)C(=O)O
SMILES (Isomeric) C1CC(N(C1)C(=O)CCC2=C3C(=CC(=N2)C(=O)NC(CO)C(=O)O)C4=C(N3)C=CC(=C4)O)C(=O)O
InChI InChI=1S/C23H24N4O8/c28-10-17(22(32)33)26-21(31)16-9-13-12-8-11(29)3-4-14(12)25-20(13)15(24-16)5-6-19(30)27-7-1-2-18(27)23(34)35/h3-4,8-9,17-18,25,28-29H,1-2,5-7,10H2,(H,26,31)(H,32,33)(H,34,35)
InChI Key FOAXIHXZLQRITA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H24N4O8
Molecular Weight 484.50 g/mol
Exact Mass 484.15941374 g/mol
Topological Polar Surface Area (TPSA) 193.00 Ų
XlogP 0.40
Atomic LogP (AlogP) 0.61
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[3-[3-[(1-carboxy-2-hydroxyethyl)carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7408 74.08%
Caco-2 - 0.9396 93.96%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.4803 48.03%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8482 84.82%
OATP1B3 inhibitior + 0.9283 92.83%
MATE1 inhibitior - 0.9009 90.09%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8914 89.14%
P-glycoprotein inhibitior - 0.4428 44.28%
P-glycoprotein substrate + 0.7368 73.68%
CYP3A4 substrate + 0.6664 66.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8335 83.35%
CYP3A4 inhibition - 0.8978 89.78%
CYP2C9 inhibition - 0.8856 88.56%
CYP2C19 inhibition - 0.9172 91.72%
CYP2D6 inhibition - 0.8744 87.44%
CYP1A2 inhibition - 0.8549 85.49%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7948 79.48%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6557 65.57%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9671 96.71%
Skin irritation - 0.7924 79.24%
Skin corrosion - 0.9473 94.73%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6078 60.78%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.9106 91.06%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8594 85.94%
Acute Oral Toxicity (c) III 0.6084 60.84%
Estrogen receptor binding + 0.6442 64.42%
Androgen receptor binding + 0.6898 68.98%
Thyroid receptor binding - 0.5762 57.62%
Glucocorticoid receptor binding - 0.5403 54.03%
Aromatase binding + 0.6046 60.46%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.8234 82.34%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity - 0.4874 48.74%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.68% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.72% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 93.46% 93.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.42% 96.09%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.82% 99.18%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.65% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.41% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.27% 99.17%
CHEMBL220 P22303 Acetylcholinesterase 90.52% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.51% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 88.83% 83.82%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.08% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.59% 95.56%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 86.86% 98.33%
CHEMBL1873 P00750 Tissue-type plasminogen activator 86.68% 93.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.30% 93.56%
CHEMBL1255126 O15151 Protein Mdm4 84.70% 90.20%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 84.23% 97.50%
CHEMBL1781 P11387 DNA topoisomerase I 84.01% 97.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.84% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.79% 85.14%
CHEMBL340 P08684 Cytochrome P450 3A4 83.34% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.20% 92.94%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.68% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 80.48% 98.59%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.42% 96.21%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.19% 90.71%

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 78119435
LOTUS LTS0027277
wikiData Q104166595