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(1S,2R)-3,4-bis(3,4-dimethoxyphenyl)-1-N,2-N-bis[4-[[N'-(3-methylbut-2-enyl)carbamimidoyl]amino]butyl]cyclobutane-1,2-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 32485fc0-7ef1-455e-81f2-6cdeb678cbd8
Taxonomy Lignans, neolignans and related compounds > Cyclobutane lignans
IUPAC Name (1S,2R)-3,4-bis(3,4-dimethoxyphenyl)-1-N,2-N-bis[4-[[N'-(3-methylbut-2-enyl)carbamimidoyl]amino]butyl]cyclobutane-1,2-dicarboxamide
SMILES (Canonical) CC(=CCN=C(N)NCCCCNC(=O)C1C(C(C1C(=O)NCCCCNC(=NCC=C(C)C)N)C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)OC)OC)C
SMILES (Isomeric) CC(=CCN=C(N)NCCCCNC(=O)[C@@H]1[C@@H](C(C1C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)OC)OC)C(=O)NCCCCNC(=NCC=C(C)C)N)C
InChI InChI=1S/C42H64N8O6/c1-27(2)17-23-49-41(43)47-21-11-9-19-45-39(51)37-35(29-13-15-31(53-5)33(25-29)55-7)36(30-14-16-32(54-6)34(26-30)56-8)38(37)40(52)46-20-10-12-22-48-42(44)50-24-18-28(3)4/h13-18,25-26,35-38H,9-12,19-24H2,1-8H3,(H,45,51)(H,46,52)(H3,43,47,49)(H3,44,48,50)/t35?,36?,37-,38+
InChI Key RFPXODBPOYUIKB-UHUDKZBCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H64N8O6
Molecular Weight 777.00 g/mol
Exact Mass 776.49488179 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.37
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 22

Synonyms

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CHEMBL106296

2D Structure

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2D Structure of (1S,2R)-3,4-bis(3,4-dimethoxyphenyl)-1-N,2-N-bis[4-[[N'-(3-methylbut-2-enyl)carbamimidoyl]amino]butyl]cyclobutane-1,2-dicarboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9776 97.76%
Caco-2 - 0.8447 84.47%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8735 87.35%
OATP2B1 inhibitior + 0.7201 72.01%
OATP1B1 inhibitior + 0.9314 93.14%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior + 0.5114 51.14%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9753 97.53%
P-glycoprotein inhibitior + 0.8053 80.53%
P-glycoprotein substrate + 0.8027 80.27%
CYP3A4 substrate + 0.5715 57.15%
CYP2C9 substrate - 0.5718 57.18%
CYP2D6 substrate - 0.7919 79.19%
CYP3A4 inhibition + 0.8215 82.15%
CYP2C9 inhibition - 0.6330 63.30%
CYP2C19 inhibition - 0.5828 58.28%
CYP2D6 inhibition - 0.8026 80.26%
CYP1A2 inhibition - 0.7015 70.15%
CYP2C8 inhibition - 0.6781 67.81%
CYP inhibitory promiscuity - 0.7359 73.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7671 76.71%
Carcinogenicity (trinary) Non-required 0.6251 62.51%
Eye corrosion - 0.9828 98.28%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.7467 74.67%
Skin corrosion - 0.9178 91.78%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3759 37.59%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.5271 52.71%
skin sensitisation - 0.8422 84.22%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.7655 76.55%
Acute Oral Toxicity (c) III 0.6158 61.58%
Estrogen receptor binding + 0.8056 80.56%
Androgen receptor binding + 0.7591 75.91%
Thyroid receptor binding + 0.6114 61.14%
Glucocorticoid receptor binding + 0.6746 67.46%
Aromatase binding + 0.6561 65.61%
PPAR gamma + 0.7328 73.28%
Honey bee toxicity - 0.8778 87.78%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7600 76.00%
Fish aquatic toxicity + 0.9842 98.42%

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 98.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.65% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.61% 99.17%
CHEMBL2581 P07339 Cathepsin D 92.75% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.59% 94.45%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.26% 96.00%
CHEMBL2535 P11166 Glucose transporter 90.54% 98.75%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.42% 96.95%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.35% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.28% 89.62%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.08% 97.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.36% 86.33%
CHEMBL1255126 O15151 Protein Mdm4 86.19% 90.20%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.93% 85.14%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.59% 92.94%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.70% 97.09%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.19% 90.24%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.50% 89.67%
CHEMBL5028 O14672 ADAM10 82.08% 97.50%
CHEMBL4208 P20618 Proteasome component C5 81.79% 90.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 81.59% 95.58%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 81.18% 92.38%
CHEMBL5646 Q6L5J4 FML2_HUMAN 80.98% 100.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.63% 85.49%
CHEMBL340 P08684 Cytochrome P450 3A4 80.59% 91.19%

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.
Verbesina caracasana

Cross-Links

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PubChem 44336401
LOTUS LTS0006586
wikiData Q105235539