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3'-N-formyl-holyrine 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 dd4c82e1-87df-4032-8132-eb843a835192
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
IUPAC Name N-[(2S,3R,4R,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]formamide
SMILES (Canonical) CC1C(C(CC(O1)N2C3=CC=CC=C3C4=C5C(=C6C7=CC=CC=C7NC6=C42)CNC5=O)NC=O)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)O
InChI InChI=1S/C27H24N4O4/c1-13-26(33)18(29-12-32)10-20(35-13)31-19-9-5-3-7-15(19)22-23-16(11-28-27(23)34)21-14-6-2-4-8-17(14)30-24(21)25(22)31/h2-9,12-13,18,20,26,30,33H,10-11H2,1H3,(H,28,34)(H,29,32)/t13-,18+,20+,26-/m0/s1
InChI Key PWDMDSRARYDKBY-VCPAMCLESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H24N4O4
Molecular Weight 468.50 g/mol
Exact Mass 468.17975526 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.46
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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N-((2S,3R,4R,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)formamide
N-[(2S,3R,4R,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]formamide
RefChem:90470
CHEMBL4741653
3'-N-formyl- holyrine A
CHEBI:214982
BDBM50547731
N-[(2S,3R,4R,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]ormamide

2D Structure

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2D Structure of 3'-N-formyl-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 + 0.6392 63.92%
Caco-2 - 0.7603 76.03%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.4183 41.83%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8705 87.05%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.8009 80.09%
OCT2 inhibitior - 0.9206 92.06%
BSEP inhibitior + 0.9845 98.45%
P-glycoprotein inhibitior + 0.7778 77.78%
P-glycoprotein substrate + 0.7252 72.52%
CYP3A4 substrate + 0.6745 67.45%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.8500 85.00%
CYP3A4 inhibition - 0.9305 93.05%
CYP2C9 inhibition - 0.5717 57.17%
CYP2C19 inhibition - 0.8197 81.97%
CYP2D6 inhibition - 0.9160 91.60%
CYP1A2 inhibition - 0.8980 89.80%
CYP2C8 inhibition + 0.6200 62.00%
CYP inhibitory promiscuity - 0.8129 81.29%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6030 60.30%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9907 99.07%
Skin irritation - 0.8054 80.54%
Skin corrosion - 0.9449 94.49%
Ames mutagenesis + 0.7136 71.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7524 75.24%
Micronuclear + 0.8800 88.00%
Hepatotoxicity + 0.6461 64.61%
skin sensitisation - 0.8976 89.76%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7144 71.44%
Acute Oral Toxicity (c) III 0.6012 60.12%
Estrogen receptor binding + 0.7316 73.16%
Androgen receptor binding + 0.6490 64.90%
Thyroid receptor binding + 0.5419 54.19%
Glucocorticoid receptor binding + 0.6914 69.14%
Aromatase binding + 0.5529 55.29%
PPAR gamma + 0.6686 66.86%
Honey bee toxicity - 0.8041 80.41%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity - 0.5890 58.90%

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 99.14% 81.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.42% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.32% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.84% 95.56%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 97.47% 87.16%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.22% 94.45%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 96.28% 83.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.02% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.05% 93.99%
CHEMBL255 P29275 Adenosine A2b receptor 94.83% 98.59%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.79% 85.14%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 94.34% 91.83%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 93.08% 80.96%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 92.21% 85.11%
CHEMBL1951 P21397 Monoamine oxidase A 91.89% 91.49%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.78% 90.08%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 91.49% 88.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 90.83% 85.30%
CHEMBL3384 Q16512 Protein kinase N1 90.60% 80.71%
CHEMBL4578 Q14680 Maternal embryonic leucine zipper kinase 90.11% 81.58%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.98% 99.23%
CHEMBL4924 Q9UK32 Ribosomal protein S6 kinase alpha 6 89.40% 80.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.39% 93.03%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 89.33% 83.65%
CHEMBL4630 O14757 Serine/threonine-protein kinase Chk1 89.08% 97.03%
CHEMBL4208 P20618 Proteasome component C5 88.77% 90.00%
CHEMBL299 P17252 Protein kinase C alpha 88.59% 98.03%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.45% 96.39%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.88% 88.56%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 87.36% 96.00%
CHEMBL1936 P10721 Stem cell growth factor receptor 87.19% 84.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 85.22% 95.64%
CHEMBL1781 P11387 DNA topoisomerase I 84.99% 97.00%
CHEMBL3401 O75469 Pregnane X receptor 84.78% 94.73%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.76% 89.44%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 84.74% 80.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 83.53% 96.47%
CHEMBL3038469 P24941 CDK2/Cyclin A 82.71% 91.38%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.71% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.34% 86.33%
CHEMBL4355 O14976 Serine/threonine-protein kinase GAK 82.09% 89.32%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.43% 95.83%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 81.21% 91.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.06% 97.09%
CHEMBL279 P35968 Vascular endothelial growth factor receptor 2 80.13% 95.52%
CHEMBL4073 P09237 Matrix metalloproteinase 7 80.01% 97.56%

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 146683948
LOTUS LTS0232684
wikiData Q105215775