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Frontalamide A

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 fb3e045d-f019-457e-a205-fcd3bccc184a
Taxonomy Phenylpropanoids and polyketides > Macrolactams
IUPAC Name (3E,5S,8R,9R,10S,11R,13R,15R,16S,18Z)-11-ethenyl-2,9,24-trihydroxy-10-methyl-21,26-diazapentacyclo[23.2.1.05,16.08,15.09,13]octacosa-1,3,18-triene-7,20,27,28-tetrone
SMILES (Canonical) CC1C(CC2C1(C3C(C2)C4CC=CC(=O)NCCC(C5C(=O)C(=C(C=CC4CC3=O)O)C(=O)N5)O)O)C=C
SMILES (Isomeric) C[C@H]1[C@H](C[C@H]2[C@@]1([C@H]3[C@H](C2)[C@H]4C/C=C\C(=O)NCCC(C5C(=O)C(=C(/C=C/[C@@H]4CC3=O)O)C(=O)N5)O)O)C=C
InChI InChI=1S/C29H36N2O7/c1-3-15-11-17-13-19-18-5-4-6-23(35)30-10-9-21(33)26-27(36)24(28(37)31-26)20(32)8-7-16(18)12-22(34)25(19)29(17,38)14(15)2/h3-4,6-8,14-19,21,25-26,32-33,38H,1,5,9-13H2,2H3,(H,30,35)(H,31,37)/b6-4-,8-7+,24-20?/t14-,15-,16+,17+,18-,19+,21?,25-,26?,29-/m0/s1
InChI Key FZFGBLTUJOOTPO-QRHYNJGYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36N2O7
Molecular Weight 524.60 g/mol
Exact Mass 524.25225149 g/mol
Topological Polar Surface Area (TPSA) 153.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.28
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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(3E,5S,8R,9R,10S,11R,13R,15R,16S,18Z)-11-ethenyl-2,9,24-trihydroxy-10-methyl-21,26-diazapentacyclo[23.2.1.05,16.08,15.09,13]octacosa-1,3,18-triene-7,20,27,28-tetrone
(3E,5S,8R,9R,10S,11R,13R,15R,16S,18Z)-11-ethenyl-2,9,24-trihydroxy-10-methyl-21,26-diazapentacyclo(23.2.1.05,16.08,15.09,13)octacosa-1,3,18-triene-7,20,27,28-tetrone
RefChem:141551
CHEBI:221832

2D Structure

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2D Structure of Frontalamide A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9416 94.16%
Caco-2 - 0.8753 87.53%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.8299 82.99%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8308 83.08%
OATP1B3 inhibitior + 0.9341 93.41%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7853 78.53%
BSEP inhibitior - 0.4681 46.81%
P-glycoprotein inhibitior - 0.4921 49.21%
P-glycoprotein substrate + 0.7549 75.49%
CYP3A4 substrate + 0.7291 72.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8940 89.40%
CYP3A4 inhibition - 0.9929 99.29%
CYP2C9 inhibition - 0.8837 88.37%
CYP2C19 inhibition - 0.8869 88.69%
CYP2D6 inhibition - 0.9282 92.82%
CYP1A2 inhibition - 0.8704 87.04%
CYP2C8 inhibition + 0.5853 58.53%
CYP inhibitory promiscuity - 0.9572 95.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5282 52.82%
Eye corrosion - 0.9859 98.59%
Eye irritation - 0.9670 96.70%
Skin irritation - 0.7420 74.20%
Skin corrosion - 0.9206 92.06%
Ames mutagenesis - 0.6678 66.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.7200 72.00%
Hepatotoxicity - 0.5314 53.14%
skin sensitisation - 0.8359 83.59%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.6543 65.43%
Acute Oral Toxicity (c) III 0.5597 55.97%
Estrogen receptor binding + 0.7705 77.05%
Androgen receptor binding + 0.7979 79.79%
Thyroid receptor binding - 0.5066 50.66%
Glucocorticoid receptor binding + 0.6815 68.15%
Aromatase binding + 0.5728 57.28%
PPAR gamma + 0.6177 61.77%
Honey bee toxicity - 0.6516 65.16%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.7078 70.78%

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
CHEMBL1937 Q92769 Histone deacetylase 2 99.32% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.24% 94.45%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 95.70% 89.34%
CHEMBL1902 P62942 FK506-binding protein 1A 95.33% 97.05%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.73% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.63% 96.09%
CHEMBL3045 P05771 Protein kinase C beta 93.59% 97.63%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.39% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.82% 90.08%
CHEMBL2581 P07339 Cathepsin D 91.47% 98.95%
CHEMBL325 Q13547 Histone deacetylase 1 91.40% 95.92%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.27% 93.03%
CHEMBL299 P17252 Protein kinase C alpha 91.20% 98.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.95% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.93% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.39% 85.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.97% 88.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.16% 91.07%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.14% 96.21%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.91% 90.24%
CHEMBL3587 Q02750 Dual specificity mitogen-activated protein kinase kinase 1 82.76% 97.93%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.69% 91.03%
CHEMBL2996 Q05655 Protein kinase C delta 81.50% 97.79%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.36% 92.88%
CHEMBL4530 P00488 Coagulation factor XIII 80.67% 96.00%

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.
There are no matching plants.

Cross-Links

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PubChem 101515037
LOTUS LTS0091579
wikiData Q105004909