Periformyline

Details

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Internal ID 2dff42cb-9cb0-4840-80eb-df81de9c8245
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name methyl (1S,14R,15E,18S)-15-ethylidene-17-formyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CN(C2CC3=C(C(=O)CC1C2C(=O)OC)NC4=CC=CC=C34)C=O
SMILES (Isomeric) C/C=C\1/CN([C@H]2CC3=C(C(=O)C[C@@H]1[C@@H]2C(=O)OC)NC4=CC=CC=C34)C=O
InChI InChI=1S/C21H22N2O4/c1-3-12-10-23(11-24)17-8-15-13-6-4-5-7-16(13)22-20(15)18(25)9-14(12)19(17)21(26)27-2/h3-7,11,14,17,19,22H,8-10H2,1-2H3/b12-3-/t14-,17-,19-/m0/s1
InChI Key NHUKMNGLSAXGDK-HROPKPTCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22N2O4
Molecular Weight 366.40 g/mol
Exact Mass 366.15795719 g/mol
Topological Polar Surface Area (TPSA) 79.50 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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2779-18-2
Vobasan-17-oic acid, 3,22-dioxo-, methyl ester
methyl (1S,14R,15E,18S)-15-ethylidene-17-formyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
CHEMBL487950
BDBM50480292
methyl (E)-ethylidene-formyl-oxo-[?]carboxylate

2D Structure

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2D Structure of Periformyline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9674 96.74%
Caco-2 + 0.7393 73.93%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7047 70.47%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8403 84.03%
OATP1B3 inhibitior + 0.9143 91.43%
MATE1 inhibitior - 0.6400 64.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7731 77.31%
P-glycoprotein inhibitior + 0.7192 71.92%
P-glycoprotein substrate + 0.5717 57.17%
CYP3A4 substrate + 0.6852 68.52%
CYP2C9 substrate - 0.5905 59.05%
CYP2D6 substrate - 0.8622 86.22%
CYP3A4 inhibition - 0.8890 88.90%
CYP2C9 inhibition - 0.6184 61.84%
CYP2C19 inhibition - 0.6097 60.97%
CYP2D6 inhibition - 0.8690 86.90%
CYP1A2 inhibition - 0.6325 63.25%
CYP2C8 inhibition + 0.5713 57.13%
CYP inhibitory promiscuity + 0.5310 53.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6335 63.35%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9926 99.26%
Skin irritation - 0.8092 80.92%
Skin corrosion - 0.9492 94.92%
Ames mutagenesis - 0.5654 56.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8098 80.98%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.5841 58.41%
skin sensitisation - 0.8947 89.47%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5700 57.00%
Acute Oral Toxicity (c) III 0.6415 64.15%
Estrogen receptor binding + 0.6201 62.01%
Androgen receptor binding + 0.7217 72.17%
Thyroid receptor binding - 0.5430 54.30%
Glucocorticoid receptor binding + 0.5964 59.64%
Aromatase binding - 0.7115 71.15%
PPAR gamma - 0.5722 57.22%
Honey bee toxicity - 0.8097 80.97%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9701 97.01%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.68% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.09% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.34% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.00% 91.11%
CHEMBL2535 P11166 Glucose transporter 91.09% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.50% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.46% 93.03%
CHEMBL5028 O14672 ADAM10 85.20% 97.50%
CHEMBL228 P31645 Serotonin transporter 83.62% 95.51%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.54% 85.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.29% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.80% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.60% 98.59%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.30% 97.25%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.82% 96.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.34% 80.96%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.26% 97.09%

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.
Catharanthus lanceus

Cross-Links

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PubChem 11969538
LOTUS LTS0044767
wikiData Q104396191