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1-[3-[3-[(1-carboxy-2-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 80f7fe70-0c80-4977-8028-7c33a9443c78
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-[3-[3-[(1-carboxy-2-methylbutyl)carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
SMILES (Canonical) CCC(C)C(C(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=C(N2)C=CC(=C3)O)CCC(=O)N4CCCC4C(=O)O
SMILES (Isomeric) CCC(C)C(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/c1-3-13(2)22(26(36)37)29-24(33)19-12-16-15-11-14(31)6-7-17(15)28-23(16)18(27-19)8-9-21(32)30-10-4-5-20(30)25(34)35/h6-7,11-13,20,22,28,31H,3-5,8-10H2,1-2H3,(H,29,33)(H,34,35)(H,36,37)
InChI Key PWJGZHKIRKGMNL-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-2-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 + 0.7325 73.25%
Caco-2 - 0.8966 89.66%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8078 80.78%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8145 81.45%
OATP1B3 inhibitior + 0.9277 92.77%
MATE1 inhibitior - 0.9609 96.09%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9488 94.88%
P-glycoprotein inhibitior + 0.6254 62.54%
P-glycoprotein substrate + 0.8148 81.48%
CYP3A4 substrate + 0.6684 66.84%
CYP2C9 substrate - 0.8043 80.43%
CYP2D6 substrate - 0.8498 84.98%
CYP3A4 inhibition - 0.8429 84.29%
CYP2C9 inhibition - 0.8047 80.47%
CYP2C19 inhibition - 0.7821 78.21%
CYP2D6 inhibition - 0.9238 92.38%
CYP1A2 inhibition - 0.9076 90.76%
CYP2C8 inhibition + 0.5158 51.58%
CYP inhibitory promiscuity - 0.7451 74.51%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6599 65.99%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9661 96.61%
Skin irritation - 0.8122 81.22%
Skin corrosion - 0.9496 94.96%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5666 56.66%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.7500 75.00%
skin sensitisation - 0.9226 92.26%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8928 89.28%
Acute Oral Toxicity (c) III 0.6653 66.53%
Estrogen receptor binding + 0.6757 67.57%
Androgen receptor binding + 0.6514 65.14%
Thyroid receptor binding - 0.5301 53.01%
Glucocorticoid receptor binding + 0.5488 54.88%
Aromatase binding + 0.5699 56.99%
PPAR gamma - 0.5419 54.19%
Honey bee toxicity - 0.8661 86.61%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9432 94.32%

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 98.76% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.05% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.80% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.29% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.21% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.00% 97.25%
CHEMBL220 P22303 Acetylcholinesterase 92.96% 94.45%
CHEMBL5203 P33316 dUTP pyrophosphatase 92.79% 99.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 91.87% 93.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.39% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.47% 99.17%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.80% 90.71%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.74% 95.56%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 87.60% 97.50%
CHEMBL4208 P20618 Proteasome component C5 87.57% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.52% 95.89%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.92% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.15% 95.56%
CHEMBL1781 P11387 DNA topoisomerase I 85.99% 97.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 85.48% 93.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.71% 97.09%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.02% 97.50%
CHEMBL2535 P11166 Glucose transporter 83.64% 98.75%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 83.45% 98.33%
CHEMBL2514 O95665 Neurotensin receptor 2 82.67% 100.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.44% 98.59%
CHEMBL4073 P09237 Matrix metalloproteinase 7 81.86% 97.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 80.07% 96.21%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 78119470
LOTUS LTS0165730
wikiData Q104195480