3'-epi-N-acetyl-holyrine A

Details

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Internal ID 1b563f2a-6c00-4d5d-b802-b57459eed24e
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name N-[(2S,3R,4S,6R)-3-hydroxy-2-methyl-6-(12-oxo-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaen-3-yl)oxan-4-yl]acetamide
SMILES (Canonical) CC1C(C(CC(O1)N2C3=CC=CC=C3C4=C5C(=C6C7=CC=CC=C7NC6=C42)CNC5=O)NC(=O)C)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H](C[C@@H](O1)N2C3=CC=CC=C3C4=C5C(=C6C7=CC=CC=C7NC6=C42)CNC5=O)NC(=O)C)O
InChI InChI=1S/C28H26N4O4/c1-13-27(34)19(30-14(2)33)11-21(36-13)32-20-10-6-4-8-16(20)23-24-17(12-29-28(24)35)22-15-7-3-5-9-18(15)31-25(22)26(23)32/h3-10,13,19,21,27,31,34H,11-12H2,1-2H3,(H,29,35)(H,30,33)/t13-,19-,21+,27-/m0/s1
InChI Key QOGRCYLUNKUCSL-NNQKRKOOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H26N4O4
Molecular Weight 482.50 g/mol
Exact Mass 482.19540532 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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3'-epi-N-acetyl-holyrine A
BDBM50547706

2D Structure

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2D Structure of 3'-epi-N-acetyl-holyrine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6086 60.86%
Caco-2 - 0.8085 80.85%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4154 41.54%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8623 86.23%
OATP1B3 inhibitior + 0.9368 93.68%
MATE1 inhibitior - 0.8009 80.09%
OCT2 inhibitior - 0.9206 92.06%
BSEP inhibitior + 0.9822 98.22%
P-glycoprotein inhibitior + 0.7864 78.64%
P-glycoprotein substrate + 0.7703 77.03%
CYP3A4 substrate + 0.6847 68.47%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8500 85.00%
CYP3A4 inhibition - 0.9189 91.89%
CYP2C9 inhibition - 0.6489 64.89%
CYP2C19 inhibition - 0.8227 82.27%
CYP2D6 inhibition - 0.9125 91.25%
CYP1A2 inhibition - 0.8957 89.57%
CYP2C8 inhibition + 0.6117 61.17%
CYP inhibitory promiscuity - 0.8475 84.75%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5951 59.51%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9868 98.68%
Skin irritation - 0.8057 80.57%
Skin corrosion - 0.9450 94.50%
Ames mutagenesis + 0.6636 66.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7483 74.83%
Micronuclear + 0.8800 88.00%
Hepatotoxicity + 0.6625 66.25%
skin sensitisation - 0.8975 89.75%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.6558 65.58%
Acute Oral Toxicity (c) III 0.6044 60.44%
Estrogen receptor binding + 0.7226 72.26%
Androgen receptor binding + 0.6366 63.66%
Thyroid receptor binding + 0.5585 55.85%
Glucocorticoid receptor binding + 0.7199 71.99%
Aromatase binding - 0.5199 51.99%
PPAR gamma + 0.7475 74.75%
Honey bee toxicity - 0.8076 80.76%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity - 0.5457 54.57%

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
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 99.13% 81.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.94% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.76% 89.00%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 98.37% 87.16%
CHEMBL2581 P07339 Cathepsin D 97.96% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.71% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.56% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 97.09% 98.59%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 96.14% 83.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.90% 95.56%
CHEMBL4924 Q9UK32 Ribosomal protein S6 kinase alpha 6 93.49% 80.00%
CHEMBL3384 Q16512 Protein kinase N1 93.06% 80.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 93.03% 85.11%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 91.62% 96.39%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.39% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.17% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.03% 93.99%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.78% 90.08%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 89.95% 80.96%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.95% 95.64%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 89.52% 85.30%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 89.23% 83.65%
CHEMBL299 P17252 Protein kinase C alpha 88.76% 98.03%
CHEMBL1951 P21397 Monoamine oxidase A 88.60% 91.49%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.29% 96.00%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 87.06% 88.00%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 87.06% 97.03%
CHEMBL4578 Q14680 Maternal embryonic leucine zipper kinase 86.57% 81.58%
CHEMBL4208 P20618 Proteasome component C5 86.01% 90.00%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 85.83% 95.52%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 83.64% 89.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.62% 88.56%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.60% 80.00%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 83.54% 91.79%
CHEMBL1781 P11387 DNA topoisomerase I 83.53% 97.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.81% 92.67%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 82.58% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.10% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.07% 97.09%
CHEMBL2535 P11166 Glucose transporter 81.44% 98.75%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.17% 89.44%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.31% 97.56%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.23% 91.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 146683947
LOTUS LTS0135477
wikiData Q105224889