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[(1S,3S,4S)-1,2,4-triacetyloxy-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-2,3-dihydro-1H-benzo[h]carbazol-4-yl] 2-methylpropanoate

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 3f26122d-6ba3-4f24-91d0-44caba013984
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name [(1S,3S,4S)-1,2,4-triacetyloxy-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-2,3-dihydro-1H-benzo[h]carbazol-4-yl] 2-methylpropanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H26N2O11/c1-11(2)27(37)41-28(40-15(6)33)12(3)24(38-13(4)31)25(39-14(5)32)20-19-21(30(10-29)26(20)28)23(36)18-16(22(19)35)8-7-9-17(18)34/h7-9,11-12,24-25,34H,1-6H3/t12-,24?,25-,28-/m0/s1
InChI Key HBEPDPXCRYTVGE-UAVNIJPGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C28H26N2O11
Molecular Weight 566.50 g/mol
Exact Mass 566.15365965 g/mol
Topological Polar Surface Area (TPSA) 188.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 13
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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[(1S,3S,4S)-1,2,4-triacetyloxy-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-2,3-dihydro-1H-benzo[h]carbazol-4-yl] 2-methylpropanoate
DTXSID30923591
1,2,4-Tris(acetyloxy)-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-2,3,4,5,6,11-hexahydro-1H-benzo[b]carbazol-4-yl 2-methylpropanoate
Propanoic acid, 2-methyl-, 1,2,4-tris(acetyloxy)-5-cyano-2,3,4,5,6,11-hexahydro-7-hydroxy-3-methyl-6,11-dioxo-1H-benzo(b)carbazol-4-yl ester, (1S-(1alpha,2beta,3alpha,4alpha))-

2D Structure

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2D Structure of [(1S,3S,4S)-1,2,4-triacetyloxy-5-cyano-7-hydroxy-3-methyl-6,11-dioxo-2,3-dihydro-1H-benzo[h]carbazol-4-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8660 86.60%
Caco-2 - 0.7820 78.20%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.6742 67.42%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.8660 86.60%
OATP1B3 inhibitior + 0.9151 91.51%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8563 85.63%
P-glycoprotein inhibitior + 0.8158 81.58%
P-glycoprotein substrate + 0.5402 54.02%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate + 0.8015 80.15%
CYP2D6 substrate - 0.8848 88.48%
CYP3A4 inhibition - 0.7221 72.21%
CYP2C9 inhibition - 0.6364 63.64%
CYP2C19 inhibition - 0.5933 59.33%
CYP2D6 inhibition - 0.8638 86.38%
CYP1A2 inhibition + 0.5772 57.72%
CYP2C8 inhibition - 0.5857 58.57%
CYP inhibitory promiscuity - 0.6186 61.86%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9230 92.30%
Carcinogenicity (trinary) Non-required 0.4125 41.25%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.8768 87.68%
Skin irritation - 0.8418 84.18%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5192 51.92%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.9112 91.12%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5143 51.43%
Acute Oral Toxicity (c) III 0.5509 55.09%
Estrogen receptor binding + 0.8119 81.19%
Androgen receptor binding + 0.7109 71.09%
Thyroid receptor binding + 0.6501 65.01%
Glucocorticoid receptor binding + 0.7881 78.81%
Aromatase binding - 0.4874 48.74%
PPAR gamma + 0.7873 78.73%
Honey bee toxicity - 0.5929 59.29%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9439 94.39%

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 99.29% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.63% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 96.08% 96.38%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 95.79% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 95.59% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.55% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 94.31% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.56% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.84% 99.15%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.02% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.94% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.59% 94.08%
CHEMBL340 P08684 Cytochrome P450 3A4 88.04% 91.19%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.89% 96.67%
CHEMBL2535 P11166 Glucose transporter 84.47% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 83.29% 94.75%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.96% 97.33%
CHEMBL5028 O14672 ADAM10 82.26% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.32% 85.14%

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 129303
LOTUS LTS0128742
wikiData Q82897603