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(1S,6R,8R,11R,23R,24R,25S)-16-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-15(20),16,18-triene-13,21-dione

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 19b1137c-0211-4e88-b118-fd221d38239f
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name (1S,6R,8R,11R,23R,24R,25S)-16-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-15(20),16,18-triene-13,21-dione
SMILES (Canonical) CN1CCC23C4C5C(CC2=O)C6(C1)C(O6)COC5CC(=O)N4C7=C3C=CC=C7O
SMILES (Isomeric) CN1CC[C@]23[C@@H]4[C@H]5[C@@H](CC2=O)[C@@]6(C1)[C@H](O6)CO[C@@H]5CC(=O)N4C7=C3C=CC=C7O
InChI InChI=1S/C22H24N2O5/c1-23-6-5-21-11-3-2-4-13(25)19(11)24-17(27)8-14-18(20(21)24)12(7-15(21)26)22(10-23)16(29-22)9-28-14/h2-4,12,14,16,18,20,25H,5-10H2,1H3/t12-,14-,16-,18+,20+,21-,22+/m1/s1
InChI Key LNLMCLDEZUWTRG-ALOOEFSMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24N2O5
Molecular Weight 396.40 g/mol
Exact Mass 396.16852187 g/mol
Topological Polar Surface Area (TPSA) 82.60 Ų
XlogP -0.30
Atomic LogP (AlogP) 0.83
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 0

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,6R,8R,11R,23R,24R,25S)-16-hydroxy-4-methyl-7,10-dioxa-4,14-diazaheptacyclo[12.6.5.01,25.06,8.06,23.011,24.015,20]pentacosa-15(20),16,18-triene-13,21-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9598 95.98%
Caco-2 + 0.7598 75.98%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5252 52.52%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9246 92.46%
OATP1B3 inhibitior + 0.9433 94.33%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.6811 68.11%
P-glycoprotein inhibitior - 0.5068 50.68%
P-glycoprotein substrate + 0.5412 54.12%
CYP3A4 substrate + 0.6778 67.78%
CYP2C9 substrate - 0.6052 60.52%
CYP2D6 substrate + 0.3503 35.03%
CYP3A4 inhibition - 0.9602 96.02%
CYP2C9 inhibition - 0.8397 83.97%
CYP2C19 inhibition - 0.7724 77.24%
CYP2D6 inhibition - 0.8535 85.35%
CYP1A2 inhibition - 0.8641 86.41%
CYP2C8 inhibition - 0.6286 62.86%
CYP inhibitory promiscuity - 0.9644 96.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5966 59.66%
Eye corrosion - 0.9856 98.56%
Eye irritation - 0.9819 98.19%
Skin irritation - 0.7978 79.78%
Skin corrosion - 0.9356 93.56%
Ames mutagenesis - 0.5628 56.28%
Human Ether-a-go-go-Related Gene inhibition - 0.4042 40.42%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.5004 50.04%
skin sensitisation - 0.8498 84.98%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5744 57.44%
Acute Oral Toxicity (c) III 0.6754 67.54%
Estrogen receptor binding + 0.6469 64.69%
Androgen receptor binding + 0.7182 71.82%
Thyroid receptor binding - 0.4887 48.87%
Glucocorticoid receptor binding + 0.6984 69.84%
Aromatase binding + 0.5959 59.59%
PPAR gamma + 0.5596 55.96%
Honey bee toxicity - 0.8932 89.32%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.6827 68.27%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.30% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.49% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.09% 99.23%
CHEMBL2581 P07339 Cathepsin D 93.94% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 93.93% 93.40%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.90% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.41% 96.09%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 92.37% 100.00%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 91.50% 93.10%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.08% 86.33%
CHEMBL204 P00734 Thrombin 90.23% 96.01%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.17% 90.71%
CHEMBL1937 Q92769 Histone deacetylase 2 89.67% 94.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.99% 96.39%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.94% 93.03%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.22% 91.38%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.54% 97.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.36% 91.11%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.15% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.83% 95.89%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.96% 96.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.59% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 80.44% 94.73%

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.
Strychnos icaja

Cross-Links

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PubChem 163082806
LOTUS LTS0201120
wikiData Q105154380