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(2R,3R)-N-[4-(diaminomethylideneamino)butyl]-5-[(E)-3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxamide

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 7e2c9a59-89ce-4760-8ba8-426a1bb27a73
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (2R,3R)-N-[4-(diaminomethylideneamino)butyl]-5-[(E)-3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxamide
SMILES (Canonical) C1=CC(=CC=C1C2C(C3=C(O2)C=CC(=C3)C=CC(=O)NCCCCN=C(N)N)C(=O)NCCCCN=C(N)N)O
SMILES (Isomeric) C1=CC(=CC=C1[C@H]2[C@@H](C3=C(O2)C=CC(=C3)/C=C/C(=O)NCCCCN=C(N)N)C(=O)NCCCCN=C(N)N)O
InChI InChI=1S/C28H38N8O4/c29-27(30)35-15-3-1-13-33-23(38)12-6-18-5-11-22-21(17-18)24(25(40-22)19-7-9-20(37)10-8-19)26(39)34-14-2-4-16-36-28(31)32/h5-12,17,24-25,37H,1-4,13-16H2,(H,33,38)(H,34,39)(H4,29,30,35)(H4,31,32,36)/b12-6+/t24-,25+/m1/s1
InChI Key KVYNYRIOAYQBFK-ODMAYWLASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H38N8O4
Molecular Weight 550.70 g/mol
Exact Mass 550.30160172 g/mol
Topological Polar Surface Area (TPSA) 217.00 Ų
XlogP 0.10
Atomic LogP (AlogP) 0.96
H-Bond Acceptor 6
H-Bond Donor 7
Rotatable Bonds 14

Synonyms

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DTXSID50415069
BDBM50302534
(2R,3R)-N-[4-(diaminomethylideneamino)butyl]-5-[(E)-3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxamide
(2R,3R)-N-(4-guanidinobutyl)-5-(3-(4-guanidinobutylamino)-3-oxoprop-1-enyl)-2-(4-hydroxyphenyl)-2,3-dihydrobenzofuran-3-carboxamide

2D Structure

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2D Structure of (2R,3R)-N-[4-(diaminomethylideneamino)butyl]-5-[(E)-3-[4-(diaminomethylideneamino)butylamino]-3-oxoprop-1-enyl]-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9742 97.42%
Caco-2 - 0.8925 89.25%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7517 75.17%
OATP2B1 inhibitior - 0.7141 71.41%
OATP1B1 inhibitior + 0.8096 80.96%
OATP1B3 inhibitior + 0.9413 94.13%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.6361 63.61%
BSEP inhibitior + 0.8585 85.85%
P-glycoprotein inhibitior + 0.7956 79.56%
P-glycoprotein substrate + 0.6563 65.63%
CYP3A4 substrate + 0.6297 62.97%
CYP2C9 substrate - 0.8090 80.90%
CYP2D6 substrate - 0.7959 79.59%
CYP3A4 inhibition - 0.5109 51.09%
CYP2C9 inhibition - 0.7913 79.13%
CYP2C19 inhibition - 0.7065 70.65%
CYP2D6 inhibition - 0.7883 78.83%
CYP1A2 inhibition - 0.6603 66.03%
CYP2C8 inhibition + 0.7303 73.03%
CYP inhibitory promiscuity - 0.8159 81.59%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5776 57.76%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9426 94.26%
Skin irritation - 0.7714 77.14%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6714 67.14%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.8513 85.13%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7343 73.43%
Acute Oral Toxicity (c) III 0.6008 60.08%
Estrogen receptor binding + 0.7514 75.14%
Androgen receptor binding + 0.8196 81.96%
Thyroid receptor binding + 0.5871 58.71%
Glucocorticoid receptor binding + 0.7311 73.11%
Aromatase binding + 0.6222 62.22%
PPAR gamma + 0.6461 64.61%
Honey bee toxicity - 0.8069 80.69%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.8767 87.67%

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 99.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.92% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.06% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.35% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.24% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.98% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.54% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 91.00% 100.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.26% 85.31%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.19% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 90.02% 96.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 89.35% 89.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.70% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.58% 90.71%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.01% 83.10%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 85.65% 83.65%
CHEMBL4530 P00488 Coagulation factor XIII 85.05% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 83.22% 94.73%
CHEMBL5646 Q6L5J4 FML2_HUMAN 82.89% 100.00%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 82.81% 89.33%
CHEMBL2514 O95665 Neurotensin receptor 2 82.61% 100.00%
CHEMBL2535 P11166 Glucose transporter 80.55% 98.75%
CHEMBL5701 Q9H2K8 Serine/threonine-protein kinase TAO3 80.39% 96.67%

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.
Hordeum vulgare

Cross-Links

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PubChem 5281113
NPASS NPC22014