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(1S,2R)-3-N-(4-acetamidobutyl)-1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N-[2-(4-hydroxyphenyl)ethyl]-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide

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 a47855dd-5c0a-4c3a-9a3d-31af46f7683a
Taxonomy Lignans, neolignans and related compounds > Aryltetralin lignans
IUPAC Name (1S,2R)-3-N-(4-acetamidobutyl)-1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N-[2-(4-hydroxyphenyl)ethyl]-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide
SMILES (Canonical) CC(=O)NCCCCNC(=O)C1=CC2=CC(=C(C(=C2C(C1C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)O)OC)O)OC
SMILES (Isomeric) CC(=O)NCCCCNC(=O)C1=CC2=CC(=C(C(=C2[C@@H]([C@H]1C(=O)NCCC3=CC=C(C=C3)O)C4=CC(=C(C=C4)O)O)OC)O)OC
InChI InChI=1S/C34H39N3O9/c1-19(38)35-13-4-5-14-36-33(43)24-16-22-18-27(45-2)31(42)32(46-3)29(22)28(21-8-11-25(40)26(41)17-21)30(24)34(44)37-15-12-20-6-9-23(39)10-7-20/h6-11,16-18,28,30,39-42H,4-5,12-15H2,1-3H3,(H,35,38)(H,36,43)(H,37,44)/t28-,30-/m0/s1
InChI Key GJSJUEUKMKVQLE-JDXGNMNLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H39N3O9
Molecular Weight 633.70 g/mol
Exact Mass 633.26862983 g/mol
Topological Polar Surface Area (TPSA) 187.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 9
H-Bond Donor 7
Rotatable Bonds 13

Synonyms

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(1,2-Trans)-N3-(4-Acetamidobutyl)-1-(3,4-Dihydroxyphenyl)-7-Hydroxy-N2-(4-Hydroxyphenethyl)-6,8-Dimethoxy-1,2-Dihydronaphthalene-2,3-Dicarboxamide
(1S,2R)-3-N-(4-acetamidobutyl)-1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N-(2-(4-hydroxyphenyl)ethyl)-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide
CHEMBL2337117

2D Structure

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2D Structure of (1S,2R)-3-N-(4-acetamidobutyl)-1-(3,4-dihydroxyphenyl)-7-hydroxy-2-N-[2-(4-hydroxyphenyl)ethyl]-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9518 95.18%
Caco-2 - 0.8632 86.32%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6699 66.99%
OATP2B1 inhibitior + 0.7176 71.76%
OATP1B1 inhibitior + 0.8735 87.35%
OATP1B3 inhibitior + 0.9338 93.38%
MATE1 inhibitior - 0.7486 74.86%
OCT2 inhibitior - 0.8611 86.11%
BSEP inhibitior + 0.9797 97.97%
P-glycoprotein inhibitior + 0.8073 80.73%
P-glycoprotein substrate + 0.8332 83.32%
CYP3A4 substrate + 0.7187 71.87%
CYP2C9 substrate - 0.6150 61.50%
CYP2D6 substrate - 0.8260 82.60%
CYP3A4 inhibition + 0.6310 63.10%
CYP2C9 inhibition - 0.7380 73.80%
CYP2C19 inhibition - 0.7545 75.45%
CYP2D6 inhibition - 0.8009 80.09%
CYP1A2 inhibition - 0.7456 74.56%
CYP2C8 inhibition + 0.8149 81.49%
CYP inhibitory promiscuity - 0.9055 90.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8943 89.43%
Carcinogenicity (trinary) Non-required 0.6782 67.82%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9340 93.40%
Skin irritation - 0.7448 74.48%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6429 64.29%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.7036 70.36%
skin sensitisation - 0.8744 87.44%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.9631 96.31%
Acute Oral Toxicity (c) III 0.6525 65.25%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.7730 77.30%
Thyroid receptor binding + 0.5998 59.98%
Glucocorticoid receptor binding + 0.7517 75.17%
Aromatase binding + 0.5784 57.84%
PPAR gamma + 0.7675 76.75%
Honey bee toxicity - 0.6642 66.42%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5849 58.49%
Fish aquatic toxicity + 0.9709 97.09%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.67% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.12% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.32% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.84% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.79% 99.17%
CHEMBL2535 P11166 Glucose transporter 93.17% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.53% 97.21%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.09% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.81% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.92% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 87.59% 91.19%
CHEMBL3437 Q16853 Amine oxidase, copper containing 87.12% 94.00%
CHEMBL4208 P20618 Proteasome component C5 85.47% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.68% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.20% 89.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.83% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.04% 91.03%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.90% 85.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.25% 95.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.16% 94.33%
CHEMBL5646 Q6L5J4 FML2_HUMAN 80.41% 100.00%

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.
Lycium chinense

Cross-Links

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PubChem 71524310
NPASS NPC281629
LOTUS LTS0087890
wikiData Q105009544