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2-[[(2S)-1-[[2-amino-3-[(6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]butanoyl]-[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic 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 c45e7bc6-9867-4718-bd20-32301d3c5072
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
IUPAC Name 2-[[(2S)-1-[[2-amino-3-[(6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]butanoyl]-[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid
SMILES (Canonical) CC1C2=C(CC(N1)C(=O)N(C)C(C)C(C(=O)N(C=C3CC(C(O3)N4C=CC(=O)NC4=O)O)C(=O)C(CCSC)NC(=O)NC(CC5=CC(=CC=C5)O)C(=O)O)N)C=C(C=C2)O
SMILES (Isomeric) CC1C2=C(CC(N1)C(=O)N(C)C(C)C(C(=O)N(/C=C/3\CC(C(O3)N4C=CC(=O)NC4=O)O)C(=O)[C@H](CCSC)NC(=O)NC(CC5=CC(=CC=C5)O)C(=O)O)N)C=C(C=C2)O
InChI InChI=1S/C40H50N8O12S/c1-20-27-9-8-25(50)16-23(27)17-29(42-20)34(53)46(3)21(2)33(41)36(55)48(19-26-18-31(51)37(60-26)47-12-10-32(52)45-40(47)59)35(54)28(11-13-61-4)43-39(58)44-30(38(56)57)15-22-6-5-7-24(49)14-22/h5-10,12,14,16,19-21,28-31,33,37,42,49-51H,11,13,15,17-18,41H2,1-4H3,(H,56,57)(H2,43,44,58)(H,45,52,59)/b26-19+/t20?,21?,28-,29?,30?,31?,33?,37?/m0/s1
InChI Key DWXXLGVCFHPQON-UNXMRGBDSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H50N8O12S
Molecular Weight 866.90 g/mol
Exact Mass 866.32689023 g/mol
Topological Polar Surface Area (TPSA) 319.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -0.01
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 15

Synonyms

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2-[[(2S)-1-[[2-amino-3-[(6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]butanoyl]-[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid
2-[[1-[[1-[[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid
2-[[(2S)-1-[[2-amino-3-[(6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]butanoyl]-[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)prop

2D Structure

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2D Structure of 2-[[(2S)-1-[[2-amino-3-[(6-hydroxy-1-methyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]butanoyl]-[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8257 82.57%
Caco-2 - 0.8713 87.13%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.3954 39.54%
OATP2B1 inhibitior - 0.7138 71.38%
OATP1B1 inhibitior + 0.8069 80.69%
OATP1B3 inhibitior + 0.9299 92.99%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8311 83.11%
BSEP inhibitior + 0.8915 89.15%
P-glycoprotein inhibitior + 0.7490 74.90%
P-glycoprotein substrate + 0.8546 85.46%
CYP3A4 substrate + 0.7436 74.36%
CYP2C9 substrate - 0.8014 80.14%
CYP2D6 substrate - 0.8474 84.74%
CYP3A4 inhibition - 0.5974 59.74%
CYP2C9 inhibition - 0.7667 76.67%
CYP2C19 inhibition - 0.7992 79.92%
CYP2D6 inhibition - 0.8858 88.58%
CYP1A2 inhibition - 0.7974 79.74%
CYP2C8 inhibition + 0.7305 73.05%
CYP inhibitory promiscuity - 0.9022 90.22%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5492 54.92%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9110 91.10%
Skin irritation - 0.7706 77.06%
Skin corrosion - 0.9246 92.46%
Ames mutagenesis - 0.6278 62.78%
Human Ether-a-go-go-Related Gene inhibition + 0.6642 66.42%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5793 57.93%
skin sensitisation - 0.8585 85.85%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8750 87.50%
Acute Oral Toxicity (c) III 0.6077 60.77%
Estrogen receptor binding + 0.8368 83.68%
Androgen receptor binding + 0.7644 76.44%
Thyroid receptor binding + 0.5955 59.55%
Glucocorticoid receptor binding + 0.6549 65.49%
Aromatase binding + 0.6032 60.32%
PPAR gamma + 0.7932 79.32%
Honey bee toxicity - 0.6507 65.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9055 90.55%

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 99.85% 98.95%
CHEMBL236 P41143 Delta opioid receptor 99.40% 99.35%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.93% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.57% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 97.93% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.73% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.68% 85.14%
CHEMBL226 P30542 Adenosine A1 receptor 95.62% 95.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 94.71% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.61% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.90% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.94% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.67% 97.09%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 88.21% 98.33%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.66% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.49% 91.19%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.72% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.26% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.96% 95.89%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 85.54% 95.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.92% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 84.08% 94.73%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.66% 91.71%
CHEMBL221 P23219 Cyclooxygenase-1 82.34% 90.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 81.10% 91.11%
CHEMBL255 P29275 Adenosine A2b receptor 80.81% 98.59%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 80.62% 93.10%
CHEMBL233 P35372 Mu opioid receptor 80.34% 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 3037710
LOTUS LTS0226585
wikiData Q104990846