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8-chloro-22-hydroxy-6-[[(Z)-3-hydroxybut-2-en-2-yl]amino]-21,24-dimethoxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1,4(9),7,10,17(29),18(27),20(25)-heptaene-3,5,26,28-tetrone

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 febed842-5da9-4f7c-a26f-6c4f237fa195
Taxonomy Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
IUPAC Name 8-chloro-22-hydroxy-6-[[(Z)-3-hydroxybut-2-en-2-yl]amino]-21,24-dimethoxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1,4(9),7,10,17(29),18(27),20(25)-heptaene-3,5,26,28-tetrone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H29ClN2O11/c1-10(12(3)36)34-35-11(2)24(33)14-6-13-7-17-20-22(18(13)25(38)19(14)32(35)41)27(40)23-26(39)21-16(42-4)8-15(37)28(43-5)30(21)46-31(23)29(20)45-9-44-17/h6,15-17,28,34,36-37H,7-9H2,1-5H3/b12-10-
InChI Key AHUILBBVEGTTTO-BENRWUELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H29ClN2O11
Molecular Weight 653.00 g/mol
Exact Mass 652.1459874 g/mol
Topological Polar Surface Area (TPSA) 170.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 3.52
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-chloro-22-hydroxy-6-[[(Z)-3-hydroxybut-2-en-2-yl]amino]-21,24-dimethoxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1,4(9),7,10,17(29),18(27),20(25)-heptaene-3,5,26,28-tetrone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8696 86.96%
Caco-2 - 0.8305 83.05%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5228 52.28%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8360 83.60%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9468 94.68%
P-glycoprotein inhibitior + 0.7331 73.31%
P-glycoprotein substrate + 0.7036 70.36%
CYP3A4 substrate + 0.7169 71.69%
CYP2C9 substrate - 0.5933 59.33%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.5582 55.82%
CYP2C9 inhibition - 0.6805 68.05%
CYP2C19 inhibition - 0.6563 65.63%
CYP2D6 inhibition - 0.8777 87.77%
CYP1A2 inhibition - 0.7209 72.09%
CYP2C8 inhibition + 0.7488 74.88%
CYP inhibitory promiscuity - 0.6457 64.57%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7000 70.00%
Carcinogenicity (trinary) Non-required 0.4858 48.58%
Eye corrosion - 0.9800 98.00%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.7704 77.04%
Skin corrosion - 0.9234 92.34%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4074 40.74%
Micronuclear + 0.8500 85.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8437 84.37%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity + 0.5997 59.97%
Acute Oral Toxicity (c) III 0.6211 62.11%
Estrogen receptor binding + 0.8050 80.50%
Androgen receptor binding + 0.8038 80.38%
Thyroid receptor binding + 0.6134 61.34%
Glucocorticoid receptor binding + 0.7487 74.87%
Aromatase binding + 0.6933 69.33%
PPAR gamma + 0.7288 72.88%
Honey bee toxicity - 0.6240 62.40%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9859 98.59%

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 97.18% 85.14%
CHEMBL2581 P07339 Cathepsin D 96.25% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.19% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.13% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 94.52% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.82% 95.56%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.64% 96.38%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.28% 96.95%
CHEMBL3401 O75469 Pregnane X receptor 89.66% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.18% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.08% 99.23%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 86.13% 97.21%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 85.34% 94.42%
CHEMBL340 P08684 Cytochrome P450 3A4 85.13% 91.19%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 84.69% 95.34%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.54% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.41% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.81% 95.89%
CHEMBL4805 Q99572 P2X purinoceptor 7 82.39% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.66% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.03% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.28% 89.00%

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 5492593
LOTUS LTS0221342
wikiData Q105095423