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Neofipiperzine 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 71b472d4-53e2-4f77-a074-d34a7b5eb206
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name (9R,13R,14R,17S,23R,24S)-13,23,24-trihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H33N3O8/c1-13(2)11-18-29-17-12-14(36-5)8-9-15(17)19-20(29)21(23(32)26(3,4)38-37-18)30-24(33)16-7-6-10-28(16)25(34)27(30,35)22(19)31/h8-9,11-12,16,18,21-23,31-32,35H,6-7,10H2,1-5H3/t16-,18+,21+,22-,23+,27+/m0/s1
InChI Key DIIPCTMZAPQKGG-XPJDWHCTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C27H33N3O8
Molecular Weight 527.60 g/mol
Exact Mass 527.22676502 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 1.83
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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(9R,13R,14R,17S,23R,24S)-13,23,24-trihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
(9R,13R,14R,17S,23R,24S)-13,23,24-trihydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo(12.10.1.02,7.08,25.015,23.017,21)pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
RefChem:165237
CHEBI:201258

2D Structure

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2D Structure of Neofipiperzine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7401 74.01%
Caco-2 - 0.6660 66.60%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7294 72.94%
OATP2B1 inhibitior - 0.7084 70.84%
OATP1B1 inhibitior + 0.8537 85.37%
OATP1B3 inhibitior + 0.9287 92.87%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9109 91.09%
P-glycoprotein inhibitior + 0.7237 72.37%
P-glycoprotein substrate + 0.5759 57.59%
CYP3A4 substrate + 0.7265 72.65%
CYP2C9 substrate - 0.8005 80.05%
CYP2D6 substrate - 0.8058 80.58%
CYP3A4 inhibition - 0.8384 83.84%
CYP2C9 inhibition - 0.7742 77.42%
CYP2C19 inhibition - 0.7875 78.75%
CYP2D6 inhibition - 0.8652 86.52%
CYP1A2 inhibition - 0.7136 71.36%
CYP2C8 inhibition + 0.5788 57.88%
CYP inhibitory promiscuity - 0.7379 73.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.5183 51.83%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9319 93.19%
Skin irritation - 0.7656 76.56%
Skin corrosion - 0.9325 93.25%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4822 48.22%
Micronuclear + 0.7300 73.00%
Hepatotoxicity - 0.6584 65.84%
skin sensitisation - 0.8590 85.90%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.4731 47.31%
Acute Oral Toxicity (c) III 0.6365 63.65%
Estrogen receptor binding + 0.7817 78.17%
Androgen receptor binding + 0.7514 75.14%
Thyroid receptor binding - 0.4898 48.98%
Glucocorticoid receptor binding + 0.8088 80.88%
Aromatase binding + 0.7517 75.17%
PPAR gamma + 0.6513 65.13%
Honey bee toxicity - 0.7370 73.70%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9268 92.68%

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 99.08% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.96% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.53% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.08% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.19% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 95.13% 97.05%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.89% 93.40%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.72% 86.33%
CHEMBL1871 P10275 Androgen Receptor 91.97% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.23% 89.00%
CHEMBL4208 P20618 Proteasome component C5 88.57% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.52% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.15% 92.94%
CHEMBL5203 P33316 dUTP pyrophosphatase 85.15% 99.18%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.33% 92.62%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.58% 91.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.51% 97.09%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.90% 82.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.60% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.97% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.92% 93.00%
CHEMBL1907 P15144 Aminopeptidase N 80.90% 93.31%

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 139584281
LOTUS LTS0274652
wikiData Q77310087