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(1R,21S,22S,23R)-4-chloro-22-hydroxy-11,23-dimethyl-21-propyl-24-oxa-20-azahexacyclo[19.3.1.02,19.05,18.07,16.08,13]pentacosa-2,4,7(16),8(13),9,11,14,18-octaene-6,17-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 9a30690b-a707-45b1-bfc6-2ba8ac2f5f05
Taxonomy Phenylpropanoids and polyketides > Angucyclines
IUPAC Name (1R,21S,22S,23R)-4-chloro-22-hydroxy-11,23-dimethyl-21-propyl-24-oxa-20-azahexacyclo[19.3.1.02,19.05,18.07,16.08,13]pentacosa-2,4,7(16),8(13),9,11,14,18-octaene-6,17-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H26ClNO4/c1-4-9-28-12-20(34-14(3)27(28)33)18-11-19(29)22-23(24(18)30-28)25(31)17-8-6-15-10-13(2)5-7-16(15)21(17)26(22)32/h5-8,10-11,14,20,27,30,33H,4,9,12H2,1-3H3/t14-,20-,27-,28+/m1/s1
InChI Key FZQRJKWDBLIHPW-GCAJUSBGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H26ClNO4
Molecular Weight 476.00 g/mol
Exact Mass 475.1550360 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.75
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,21S,22S,23R)-4-chloro-22-hydroxy-11,23-dimethyl-21-propyl-24-oxa-20-azahexacyclo[19.3.1.02,19.05,18.07,16.08,13]pentacosa-2,4,7(16),8(13),9,11,14,18-octaene-6,17-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9005 90.05%
Caco-2 - 0.7625 76.25%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5480 54.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8417 84.17%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9486 94.86%
P-glycoprotein inhibitior + 0.6718 67.18%
P-glycoprotein substrate + 0.6014 60.14%
CYP3A4 substrate + 0.6704 67.04%
CYP2C9 substrate - 0.8044 80.44%
CYP2D6 substrate - 0.7515 75.15%
CYP3A4 inhibition - 0.5673 56.73%
CYP2C9 inhibition - 0.7789 77.89%
CYP2C19 inhibition - 0.5929 59.29%
CYP2D6 inhibition - 0.8369 83.69%
CYP1A2 inhibition - 0.7382 73.82%
CYP2C8 inhibition + 0.5552 55.52%
CYP inhibitory promiscuity - 0.7396 73.96%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.4495 44.95%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9665 96.65%
Skin irritation - 0.7654 76.54%
Skin corrosion - 0.9209 92.09%
Ames mutagenesis - 0.5591 55.91%
Human Ether-a-go-go-Related Gene inhibition + 0.7584 75.84%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.6399 63.99%
skin sensitisation - 0.8456 84.56%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity + 0.4931 49.31%
Acute Oral Toxicity (c) III 0.6084 60.84%
Estrogen receptor binding + 0.8005 80.05%
Androgen receptor binding + 0.8095 80.95%
Thyroid receptor binding + 0.5715 57.15%
Glucocorticoid receptor binding + 0.8050 80.50%
Aromatase binding + 0.5791 57.91%
PPAR gamma + 0.8948 89.48%
Honey bee toxicity - 0.8672 86.72%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9347 93.47%

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
CHEMBL2581 P07339 Cathepsin D 98.94% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.50% 91.11%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.64% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.45% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 92.72% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.67% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.16% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.58% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.34% 96.09%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.78% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.61% 97.09%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 90.57% 96.00%
CHEMBL4581 P52732 Kinesin-like protein 1 90.48% 93.18%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.46% 93.03%
CHEMBL221 P23219 Cyclooxygenase-1 88.17% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.99% 97.21%
CHEMBL240 Q12809 HERG 87.73% 89.76%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.27% 94.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.46% 97.25%
CHEMBL4530 P00488 Coagulation factor XIII 85.59% 96.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 84.68% 96.21%
CHEMBL220 P22303 Acetylcholinesterase 83.77% 94.45%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.61% 96.90%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.29% 86.33%
CHEMBL5979 P05186 Alkaline phosphatase, tissue-nonspecific isozyme 82.45% 85.40%
CHEMBL4208 P20618 Proteasome component C5 81.54% 90.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.33% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.31% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.78% 96.61%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.43% 89.34%
CHEMBL3012 Q13946 Phosphodiesterase 7A 80.26% 99.29%

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 44445375
LOTUS LTS0180256
wikiData Q105005121