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(3R)-3-butyl-19-[(2S,5R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-9-methyl-5-oxa-2-azapentacyclo[11.8.0.02,6.07,12.015,20]henicosa-1(13),7(12),8,10,15(20),16,18-heptaene-4,14,21-trione

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 1f94e9df-3360-4946-b808-0a6cbd7c8ef9
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
IUPAC Name (3R)-3-butyl-19-[(2S,5R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-9-methyl-5-oxa-2-azapentacyclo[11.8.0.02,6.07,12.015,20]henicosa-1(13),7(12),8,10,15(20),16,18-heptaene-4,14,21-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H31NO9/c1-4-5-8-17-30(37)40-29-16-10-13(2)11-18(32)22(16)24-25(31(17)29)28(36)23-15(27(24)35)7-6-9-20(23)39-21-12-19(33)26(34)14(3)38-21/h6-7,9-11,14,17,19,21,26,29,32-34H,4-5,8,12H2,1-3H3/t14?,17-,19?,21+,26+,29?/m1/s1
InChI Key YMBCQAMVBMTDAL-CCCYKLNBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H31NO9
Molecular Weight 549.60 g/mol
Exact Mass 549.19988157 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3-butyl-19-[(2S,5R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-11-hydroxy-9-methyl-5-oxa-2-azapentacyclo[11.8.0.02,6.07,12.015,20]henicosa-1(13),7(12),8,10,15(20),16,18-heptaene-4,14,21-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9396 93.96%
Caco-2 - 0.7878 78.78%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6189 61.89%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8493 84.93%
OATP1B3 inhibitior + 0.9165 91.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8138 81.38%
BSEP inhibitior + 0.9290 92.90%
P-glycoprotein inhibitior + 0.7104 71.04%
P-glycoprotein substrate + 0.7121 71.21%
CYP3A4 substrate + 0.7110 71.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8688 86.88%
CYP3A4 inhibition - 0.6979 69.79%
CYP2C9 inhibition - 0.7822 78.22%
CYP2C19 inhibition - 0.7711 77.11%
CYP2D6 inhibition - 0.8866 88.66%
CYP1A2 inhibition - 0.7649 76.49%
CYP2C8 inhibition + 0.5917 59.17%
CYP inhibitory promiscuity - 0.7517 75.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Danger 0.4447 44.47%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.7661 76.61%
Skin corrosion - 0.9259 92.59%
Ames mutagenesis + 0.6263 62.63%
Human Ether-a-go-go-Related Gene inhibition - 0.5670 56.70%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8527 85.27%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.4860 48.60%
Acute Oral Toxicity (c) III 0.6267 62.67%
Estrogen receptor binding + 0.7559 75.59%
Androgen receptor binding + 0.7651 76.51%
Thyroid receptor binding - 0.5967 59.67%
Glucocorticoid receptor binding + 0.7542 75.42%
Aromatase binding - 0.5881 58.81%
PPAR gamma + 0.6033 60.33%
Honey bee toxicity - 0.8054 80.54%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9657 96.57%

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 99.59% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.67% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.74% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.36% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.94% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.61% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 95.58% 96.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 94.55% 99.23%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.51% 91.11%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 92.79% 97.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.29% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.05% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.44% 95.89%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.17% 95.17%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 88.23% 96.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.64% 93.03%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.80% 82.38%
CHEMBL2535 P11166 Glucose transporter 84.65% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.52% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.18% 90.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.02% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.75% 93.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.48% 99.17%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.55% 93.40%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.27% 100.00%
CHEMBL4530 P00488 Coagulation factor XIII 81.28% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 80.12% 94.73%

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 139586604
LOTUS LTS0027984
wikiData Q105350435