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[(3E,5E,7R,8S,12S,14E,16S)-21-chloro-8-hydroxy-7,22-dimethoxy-3,13,15-trimethyl-10,18-dioxo-11-oxa-9,19-diazatricyclo[18.3.1.18,12]pentacosa-1(24),3,5,14,20,22-hexaen-16-yl] carbamate

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 d84bec8d-baba-4927-8848-cd1a24ede124
Taxonomy Benzenoids > Phenol ethers > Anisoles
IUPAC Name [(3E,5E,7R,8S,12S,14E,16S)-21-chloro-8-hydroxy-7,22-dimethoxy-3,13,15-trimethyl-10,18-dioxo-11-oxa-9,19-diazatricyclo[18.3.1.18,12]pentacosa-1(24),3,5,14,20,22-hexaen-16-yl] carbamate
SMILES (Canonical) CC1C=C(C(CC(=O)NC2=C(C(=CC(=C2)CC(=CC=CC(C3(CC1OC(=O)N3)O)OC)C)OC)Cl)OC(=O)N)C
SMILES (Isomeric) CC1/C=C(/[C@H](CC(=O)NC2=C(C(=CC(=C2)C/C(=C/C=C/[C@H]([C@]3(C[C@@H]1OC(=O)N3)O)OC)/C)OC)Cl)OC(=O)N)\C
InChI InChI=1S/C28H36ClN3O8/c1-15-7-6-8-23(38-5)28(36)14-22(40-27(35)32-28)17(3)10-16(2)20(39-26(30)34)13-24(33)31-19-11-18(9-15)12-21(37-4)25(19)29/h6-8,10-12,17,20,22-23,36H,9,13-14H2,1-5H3,(H2,30,34)(H,31,33)(H,32,35)/b8-6+,15-7+,16-10+/t17?,20-,22-,23+,28-/m0/s1
InChI Key YFUXHJDPOQWBIU-CUJMSCANSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H36ClN3O8
Molecular Weight 578.10 g/mol
Exact Mass 577.2190928 g/mol
Topological Polar Surface Area (TPSA) 158.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.98
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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[(3E,5E,7R,8S,12S,14E,16S)-21-chloro-8-hydroxy-7,22-dimethoxy-3,13,15-trimethyl-10,18-dioxo-11-oxa-9,19-diazatricyclo[18.3.1.18,12]pentacosa-1(24),3,5,14,20,22-hexaen-16-yl] carbamate

2D Structure

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2D Structure of [(3E,5E,7R,8S,12S,14E,16S)-21-chloro-8-hydroxy-7,22-dimethoxy-3,13,15-trimethyl-10,18-dioxo-11-oxa-9,19-diazatricyclo[18.3.1.18,12]pentacosa-1(24),3,5,14,20,22-hexaen-16-yl] carbamate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9291 92.91%
Caco-2 - 0.7911 79.11%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.3710 37.10%
OATP2B1 inhibitior - 0.8550 85.50%
OATP1B1 inhibitior + 0.8655 86.55%
OATP1B3 inhibitior + 0.9356 93.56%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9923 99.23%
P-glycoprotein inhibitior + 0.8118 81.18%
P-glycoprotein substrate + 0.7384 73.84%
CYP3A4 substrate + 0.7115 71.15%
CYP2C9 substrate - 0.8015 80.15%
CYP2D6 substrate - 0.8475 84.75%
CYP3A4 inhibition - 0.9276 92.76%
CYP2C9 inhibition - 0.8198 81.98%
CYP2C19 inhibition - 0.7772 77.72%
CYP2D6 inhibition - 0.9078 90.78%
CYP1A2 inhibition - 0.8469 84.69%
CYP2C8 inhibition + 0.6390 63.90%
CYP inhibitory promiscuity - 0.8156 81.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7319 73.19%
Carcinogenicity (trinary) Danger 0.4984 49.84%
Eye corrosion - 0.9838 98.38%
Eye irritation - 0.9526 95.26%
Skin irritation - 0.7747 77.47%
Skin corrosion - 0.9247 92.47%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6709 67.09%
Micronuclear + 0.8100 81.00%
Hepatotoxicity + 0.7449 74.49%
skin sensitisation - 0.8451 84.51%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4545 45.45%
Acute Oral Toxicity (c) III 0.5816 58.16%
Estrogen receptor binding + 0.7901 79.01%
Androgen receptor binding + 0.7005 70.05%
Thyroid receptor binding + 0.6541 65.41%
Glucocorticoid receptor binding + 0.8265 82.65%
Aromatase binding + 0.6015 60.15%
PPAR gamma + 0.8165 81.65%
Honey bee toxicity - 0.6599 65.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9551 95.51%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.02% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.84% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.79% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.67% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.36% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.57% 95.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 92.79% 96.21%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.64% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.03% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.10% 94.80%
CHEMBL4208 P20618 Proteasome component C5 89.40% 90.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.44% 92.94%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 88.17% 97.88%
CHEMBL340 P08684 Cytochrome P450 3A4 86.50% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.31% 94.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.56% 96.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.18% 97.14%
CHEMBL4803 P29474 Nitric-oxide synthase, endothelial 82.78% 86.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.54% 89.62%
CHEMBL3474 P14555 Phospholipase A2 group IIA 81.07% 94.05%

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 146683228
LOTUS LTS0108304
wikiData Q105347810