PlantaeDB Logo
Login Sign-up

1-[3-[3-[(4-amino-1-carboxy-4-oxobutyl)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

Top
Internal ID ce2b36f8-6b2b-4778-bc60-e252f6af4f60
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-[3-[3-[(4-amino-1-carboxy-4-oxobutyl)carbamoyl]-6-hydroxy-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C25H27N5O8/c26-20(32)7-5-17(24(35)36)29-23(34)18-11-14-13-10-12(31)3-4-15(13)28-22(14)16(27-18)6-8-21(33)30-9-1-2-19(30)25(37)38/h3-4,10-11,17,19,28,31H,1-2,5-9H2,(H2,26,32)(H,29,34)(H,35,36)(H,37,38)
InChI Key NXSPJNGIASLZOG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C25H27N5O8
Molecular Weight 525.50 g/mol
Exact Mass 525.18596284 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 0.30
Atomic LogP (AlogP) 0.88
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

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

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6657 66.57%
Caco-2 - 0.9252 92.52%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7037 70.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.9009 90.09%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8951 89.51%
P-glycoprotein inhibitior + 0.6220 62.20%
P-glycoprotein substrate + 0.8061 80.61%
CYP3A4 substrate + 0.6845 68.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8370 83.70%
CYP3A4 inhibition - 0.8546 85.46%
CYP2C9 inhibition - 0.8694 86.94%
CYP2C19 inhibition - 0.8969 89.69%
CYP2D6 inhibition - 0.9263 92.63%
CYP1A2 inhibition - 0.9121 91.21%
CYP2C8 inhibition + 0.4862 48.62%
CYP inhibitory promiscuity - 0.8956 89.56%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6264 62.64%
Eye corrosion - 0.9932 99.32%
Eye irritation - 0.9582 95.82%
Skin irritation - 0.7969 79.69%
Skin corrosion - 0.9474 94.74%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8070 80.70%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.9103 91.03%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9263 92.63%
Acute Oral Toxicity (c) III 0.6699 66.99%
Estrogen receptor binding + 0.6569 65.69%
Androgen receptor binding + 0.6991 69.91%
Thyroid receptor binding - 0.5278 52.78%
Glucocorticoid receptor binding + 0.5578 55.78%
Aromatase binding + 0.5902 59.02%
PPAR gamma + 0.5347 53.47%
Honey bee toxicity - 0.8227 82.27%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.6768 67.68%

Targets

Top

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 98.80% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.91% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 94.59% 83.82%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.36% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.62% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.52% 97.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 93.42% 95.56%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.19% 92.94%
CHEMBL5203 P33316 dUTP pyrophosphatase 88.69% 99.18%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.61% 99.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 88.49% 98.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.44% 93.56%
CHEMBL4979 P13866 Sodium/glucose cotransporter 1 87.78% 98.24%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.76% 93.10%
CHEMBL4101 P17612 cAMP-dependent protein kinase alpha-catalytic subunit 87.40% 82.86%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.89% 96.21%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.89% 82.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.73% 95.89%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 86.18% 97.03%
CHEMBL1255126 O15151 Protein Mdm4 85.79% 90.20%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.64% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.01% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.46% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.27% 91.19%
CHEMBL1781 P11387 DNA topoisomerase I 81.61% 97.00%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 81.19% 96.03%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 81.15% 97.50%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.40% 95.00%

Plants that contains it

Top
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

Top
PubChem 78119434
LOTUS LTS0257736
wikiData Q104180132