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1-[3-[3-[(1-carboxy-3-methylbutyl)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 9b34a15d-a222-4eaf-96b5-5458759768fc
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-[3-[3-[(1-carboxy-3-methylbutyl)carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
SMILES (Canonical) CC(C)CC(C(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=C(N2)C=CC(=C3)O)CCC(=O)N4CCCC4C(=O)O
SMILES (Isomeric) CC(C)CC(C(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=C(N2)C=CC(=C3)O)CCC(=O)N4CCCC4C(=O)O
InChI InChI=1S/C26H30N4O7/c1-13(2)10-20(25(34)35)29-24(33)19-12-16-15-11-14(31)5-6-17(15)28-23(16)18(27-19)7-8-22(32)30-9-3-4-21(30)26(36)37/h5-6,11-13,20-21,28,31H,3-4,7-10H2,1-2H3,(H,29,33)(H,34,35)(H,36,37)
InChI Key GJJLJDWKCBHBMW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30N4O7
Molecular Weight 510.50 g/mol
Exact Mass 510.21144931 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.66
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[3-[3-[(1-carboxy-3-methylbutyl)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 + 0.7629 76.29%
Caco-2 - 0.9079 90.79%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7985 79.85%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior + 0.8259 82.59%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 0.9609 96.09%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.6398 63.98%
P-glycoprotein substrate + 0.8440 84.40%
CYP3A4 substrate + 0.6900 69.00%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8498 84.98%
CYP3A4 inhibition - 0.8537 85.37%
CYP2C9 inhibition - 0.7262 72.62%
CYP2C19 inhibition - 0.7588 75.88%
CYP2D6 inhibition - 0.9339 93.39%
CYP1A2 inhibition - 0.9212 92.12%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.7693 76.93%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6532 65.32%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9634 96.34%
Skin irritation - 0.8057 80.57%
Skin corrosion - 0.9460 94.60%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5848 58.48%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.9142 91.42%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8992 89.92%
Acute Oral Toxicity (c) III 0.7026 70.26%
Estrogen receptor binding + 0.6336 63.36%
Androgen receptor binding + 0.7150 71.50%
Thyroid receptor binding - 0.4948 49.48%
Glucocorticoid receptor binding + 0.5753 57.53%
Aromatase binding + 0.5601 56.01%
PPAR gamma - 0.4851 48.51%
Honey bee toxicity - 0.8432 84.32%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9267 92.67%

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
CHEMBL2581 P07339 Cathepsin D 99.12% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.02% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.85% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.70% 85.14%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 95.66% 93.10%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 95.12% 90.71%
CHEMBL3359 P21462 Formyl peptide receptor 1 94.80% 93.56%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.91% 99.18%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.33% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.53% 91.11%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 90.43% 90.71%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 90.38% 97.50%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.61% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.56% 99.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 89.50% 98.33%
CHEMBL220 P22303 Acetylcholinesterase 88.42% 94.45%
CHEMBL3837 P07711 Cathepsin L 88.25% 96.61%
CHEMBL4040 P28482 MAP kinase ERK2 88.25% 83.82%
CHEMBL268 P43235 Cathepsin K 86.96% 96.85%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.61% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.26% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.21% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.20% 97.09%
CHEMBL2095164 P49354 Geranylgeranyl transferase type I 85.72% 92.80%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.54% 100.00%
CHEMBL4208 P20618 Proteasome component C5 85.03% 90.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 84.44% 97.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.01% 95.89%
CHEMBL202 P00374 Dihydrofolate reductase 82.07% 89.92%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.21% 90.08%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 80.37% 89.62%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 80.29% 100.00%

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 78119472
LOTUS LTS0271397
wikiData Q104167222