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(1S,3S)-5-[5-[(2S)-2-amino-2-carboxyethyl]-1-methylimidazol-4-yl]sulfanyl-6,8-dihydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-3-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 744a6312-d6b0-4238-8b5c-eff5a605231f
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Benzylisoquinolines
IUPAC Name (1S,3S)-5-[5-[(2S)-2-amino-2-carboxyethyl]-1-methylimidazol-4-yl]sulfanyl-6,8-dihydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C24H26N4O7S/c1-28-10-26-22(17(28)8-14(25)23(32)33)36-21-13-7-16(24(34)35)27-15(20(13)18(30)9-19(21)31)6-11-2-4-12(29)5-3-11/h2-5,9-10,14-16,27,29-31H,6-8,25H2,1H3,(H,32,33)(H,34,35)/t14-,15-,16-/m0/s1
InChI Key BBIABWPNIDKRLX-JYJNAYRXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26N4O7S
Molecular Weight 514.60 g/mol
Exact Mass 514.15222035 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP -3.20
Atomic LogP (AlogP) 1.53
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3S)-5-[5-[(2S)-2-amino-2-carboxyethyl]-1-methylimidazol-4-yl]sulfanyl-6,8-dihydroxy-1-[(4-hydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-3-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 + 0.7266 72.66%
Caco-2 - 0.8763 87.63%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Nucleus 0.4216 42.16%
OATP2B1 inhibitior - 0.5709 57.09%
OATP1B1 inhibitior + 0.9094 90.94%
OATP1B3 inhibitior + 0.9324 93.24%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6972 69.72%
P-glycoprotein inhibitior - 0.4643 46.43%
P-glycoprotein substrate + 0.7711 77.11%
CYP3A4 substrate + 0.6267 62.67%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8074 80.74%
CYP3A4 inhibition - 0.9072 90.72%
CYP2C9 inhibition - 0.8441 84.41%
CYP2C19 inhibition - 0.8147 81.47%
CYP2D6 inhibition - 0.8299 82.99%
CYP1A2 inhibition - 0.6724 67.24%
CYP2C8 inhibition + 0.6798 67.98%
CYP inhibitory promiscuity - 0.8876 88.76%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5282 52.82%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9550 95.50%
Skin irritation - 0.7735 77.35%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6809 68.09%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.5349 53.49%
skin sensitisation - 0.8540 85.40%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.9886 98.86%
Acute Oral Toxicity (c) III 0.5805 58.05%
Estrogen receptor binding + 0.7128 71.28%
Androgen receptor binding + 0.7615 76.15%
Thyroid receptor binding + 0.6048 60.48%
Glucocorticoid receptor binding + 0.7220 72.20%
Aromatase binding + 0.5599 55.99%
PPAR gamma + 0.7262 72.62%
Honey bee toxicity - 0.8057 80.57%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8914 89.14%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.64% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 99.34% 83.82%
CHEMBL2581 P07339 Cathepsin D 98.68% 98.95%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 96.76% 93.10%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.22% 99.17%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 95.14% 97.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.51% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.02% 90.71%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.10% 99.15%
CHEMBL284 P27487 Dipeptidyl peptidase IV 90.07% 95.69%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.06% 94.45%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 87.28% 92.68%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.74% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.25% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.06% 86.33%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 85.72% 99.09%
CHEMBL4208 P20618 Proteasome component C5 84.62% 90.00%
CHEMBL2535 P11166 Glucose transporter 84.30% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.11% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.02% 94.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 83.54% 85.00%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.63% 90.24%
CHEMBL3891 P07384 Calpain 1 81.52% 93.04%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.66% 92.29%
CHEMBL236 P41143 Delta opioid receptor 80.53% 99.35%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.33% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.10% 100.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.07% 91.71%
CHEMBL233 P35372 Mu opioid receptor 80.01% 97.93%

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 102058636
LOTUS LTS0204382
wikiData Q104922761