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Metatacarboline D

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 7f3618a6-8d75-4202-b7d9-8ec0bec768c7
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (2S)-1-[3-[3-[[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl]-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H26N4O7/c1-12(29)20(24(34)35)27-22(31)17-11-14-13-5-2-3-6-15(13)26-21(14)16(25-17)8-9-19(30)28-10-4-7-18(28)23(32)33/h2-3,5-6,11-12,18,20,26,29H,4,7-10H2,1H3,(H,27,31)(H,32,33)(H,34,35)/t12-,18+,20+/m1/s1
InChI Key WSKQZEUUAGIUOB-OACQNMCBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26N4O7
Molecular Weight 482.50 g/mol
Exact Mass 482.18014918 g/mol
Topological Polar Surface Area (TPSA) 173.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 8

Synonyms

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(2S)-1-[3-[3-[[(1S,2R)-1-carboxy-2-hydroxypropyl]carbamoyl]-9H-pyrido[3,4-b]indol-1-yl]propanoyl]pyrrolidine-2-carboxylic acid
(2S)-1-(3-(3-(((1S,2R)-1-carboxy-2-hydroxypropyl)carbamoyl)-9H-pyrido(3,4-b)indol-1-yl)propanoyl)pyrrolidine-2-carboxylic acid
RefChem:156814
CHEBI:209584

2D Structure

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2D Structure of Metatacarboline D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5638 56.38%
Caco-2 - 0.9146 91.46%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8528 85.28%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8532 85.32%
OATP1B3 inhibitior + 0.9330 93.30%
MATE1 inhibitior - 0.9409 94.09%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8739 87.39%
P-glycoprotein inhibitior + 0.6257 62.57%
P-glycoprotein substrate + 0.7381 73.81%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.8368 83.68%
CYP3A4 inhibition - 0.9256 92.56%
CYP2C9 inhibition - 0.7949 79.49%
CYP2C19 inhibition - 0.7824 78.24%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.9294 92.94%
CYP2C8 inhibition - 0.5572 55.72%
CYP inhibitory promiscuity - 0.7193 71.93%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6785 67.85%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9793 97.93%
Skin irritation - 0.8075 80.75%
Skin corrosion - 0.9528 95.28%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4235 42.35%
Micronuclear + 0.7900 79.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.9221 92.21%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8994 89.94%
Acute Oral Toxicity (c) III 0.6288 62.88%
Estrogen receptor binding + 0.5886 58.86%
Androgen receptor binding + 0.6479 64.79%
Thyroid receptor binding - 0.5530 55.30%
Glucocorticoid receptor binding - 0.5666 56.66%
Aromatase binding + 0.5490 54.90%
PPAR gamma - 0.5164 51.64%
Honey bee toxicity - 0.8551 85.51%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.7352 73.52%

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 98.92% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.88% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.05% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.28% 97.25%
CHEMBL4208 P20618 Proteasome component C5 92.83% 90.00%
CHEMBL4040 P28482 MAP kinase ERK2 92.73% 83.82%
CHEMBL1944495 P28065 Proteasome subunit beta type-9 91.18% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.04% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.72% 99.23%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 90.62% 98.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.88% 91.11%
CHEMBL5203 P33316 dUTP pyrophosphatase 89.28% 99.18%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.86% 93.56%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.49% 93.03%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.04% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.64% 99.17%
CHEMBL4073 P09237 Matrix metalloproteinase 7 85.15% 97.56%
CHEMBL5028 O14672 ADAM10 83.65% 97.50%
CHEMBL220 P22303 Acetylcholinesterase 82.36% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.98% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.82% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.51% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.50% 97.09%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.30% 97.50%
CHEMBL1781 P11387 DNA topoisomerase I 81.13% 97.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.37% 96.00%

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 71578889
LOTUS LTS0190313
wikiData Q77518798