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(19S,21S,23R)-5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.02,6.03,21.07,12.014,18.019,23]tricosa-6,9-diene-8,11-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 3ffca498-03d2-4aeb-a980-2485864c82e2
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinoline quinones
IUPAC Name (19S,21S,23R)-5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.02,6.03,21.07,12.014,18.019,23]tricosa-6,9-diene-8,11-dione
SMILES (Canonical) CC1=C(C(=O)C2=C3C(OC4N3C5C6C(CC4N6C)C7N(C5C2(C1=O)O)CCO7)O)OC
SMILES (Isomeric) CC1=C(C(=O)C2=C3C(OC4N3C5[C@H]6[C@H](C[C@@H]4N6C)C7N(C5C2(C1=O)O)CCO7)O)OC
InChI InChI=1S/C21H25N3O7/c1-7-15(29-3)14(25)10-12-20(27)31-19-9-6-8-11(22(9)2)13(24(12)19)16(21(10,28)17(7)26)23-4-5-30-18(8)23/h8-9,11,13,16,18-20,27-28H,4-6H2,1-3H3/t8-,9-,11+,13?,16?,18?,19?,20?,21?/m0/s1
InChI Key WPPGPABOHAFRPK-LMIBOXEZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25N3O7
Molecular Weight 431.40 g/mol
Exact Mass 431.16925015 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -1.85
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (19S,21S,23R)-5,12-dihydroxy-9-methoxy-10,22-dimethyl-4,17-dioxa-2,14,22-triazaheptacyclo[11.10.0.02,6.03,21.07,12.014,18.019,23]tricosa-6,9-diene-8,11-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6704 67.04%
Caco-2 - 0.6257 62.57%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6180 61.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8711 87.11%
OATP1B3 inhibitior + 0.9358 93.58%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.5000 50.00%
P-glycoprotein inhibitior - 0.5000 50.00%
P-glycoprotein substrate + 0.5569 55.69%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 0.8028 80.28%
CYP2D6 substrate - 0.7972 79.72%
CYP3A4 inhibition - 0.9285 92.85%
CYP2C9 inhibition - 0.8746 87.46%
CYP2C19 inhibition - 0.8708 87.08%
CYP2D6 inhibition - 0.9287 92.87%
CYP1A2 inhibition - 0.8095 80.95%
CYP2C8 inhibition - 0.6590 65.90%
CYP inhibitory promiscuity - 0.8810 88.10%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Danger 0.5102 51.02%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9574 95.74%
Skin irritation - 0.7507 75.07%
Skin corrosion - 0.9217 92.17%
Ames mutagenesis + 0.5046 50.46%
Human Ether-a-go-go-Related Gene inhibition - 0.8041 80.41%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.6606 66.06%
skin sensitisation - 0.8602 86.02%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.6465 64.65%
Acute Oral Toxicity (c) III 0.5286 52.86%
Estrogen receptor binding + 0.5655 56.55%
Androgen receptor binding + 0.6716 67.16%
Thyroid receptor binding - 0.5573 55.73%
Glucocorticoid receptor binding + 0.5545 55.45%
Aromatase binding + 0.5191 51.91%
PPAR gamma + 0.6256 62.56%
Honey bee toxicity - 0.6630 66.30%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7068 70.68%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.30% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.24% 95.56%
CHEMBL2581 P07339 Cathepsin D 94.86% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.98% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.23% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.85% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.74% 97.09%
CHEMBL4588 P22894 Matrix metalloproteinase 8 87.25% 94.66%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.70% 94.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.27% 91.11%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.70% 82.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.58% 97.25%
CHEMBL4208 P20618 Proteasome component C5 83.12% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.65% 86.33%
CHEMBL284 P27487 Dipeptidyl peptidase IV 82.15% 95.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.62% 99.23%
CHEMBL226 P30542 Adenosine A1 receptor 81.53% 95.93%
CHEMBL299 P17252 Protein kinase C alpha 81.39% 98.03%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.61% 93.65%
CHEMBL3714130 P46095 G-protein coupled receptor 6 80.57% 97.36%

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 139588868
LOTUS LTS0262012
wikiData Q105310109