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[(1S,12S,13R,16S,17S,18R)-7-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7-tetraen-17-yl]methanol

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 1b711fbd-df58-4402-a43a-2f3e376b931b
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name [(1S,12S,13R,16S,17S,18R)-7-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7-tetraen-17-yl]methanol
SMILES (Canonical) CC1C(C2CC3C4=C(CC(C2CO1)N3C)C5=C(N4C)C=CC(=C5)OC)CO
SMILES (Isomeric) C[C@H]1[C@@H]([C@@H]2C[C@H]3C4=C(C[C@@H]([C@@H]2CO1)N3C)C5=C(N4C)C=CC(=C5)OC)CO
InChI InChI=1S/C22H30N2O3/c1-12-17(10-25)14-8-21-22-16(9-20(23(21)2)18(14)11-27-12)15-7-13(26-4)5-6-19(15)24(22)3/h5-7,12,14,17-18,20-21,25H,8-11H2,1-4H3/t12-,14-,17-,18+,20-,21-/m0/s1
InChI Key GQFQLUZOFRJACZ-SNUJFQBTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C22H30N2O3
Molecular Weight 370.50 g/mol
Exact Mass 370.22564282 g/mol
Topological Polar Surface Area (TPSA) 46.90 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,12S,13R,16S,17S,18R)-7-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7-tetraen-17-yl]methanol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9467 94.67%
Caco-2 + 0.7727 77.27%
Blood Brain Barrier + 0.9250 92.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4643 46.43%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8956 89.56%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.7612 76.12%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.7144 71.44%
P-glycoprotein inhibitior - 0.6226 62.26%
P-glycoprotein substrate + 0.7579 75.79%
CYP3A4 substrate + 0.6429 64.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.5693 56.93%
CYP3A4 inhibition + 0.5859 58.59%
CYP2C9 inhibition - 0.8897 88.97%
CYP2C19 inhibition - 0.6051 60.51%
CYP2D6 inhibition - 0.7108 71.08%
CYP1A2 inhibition - 0.5458 54.58%
CYP2C8 inhibition - 0.5759 57.59%
CYP inhibitory promiscuity + 0.5867 58.67%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5952 59.52%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9874 98.74%
Skin irritation - 0.8235 82.35%
Skin corrosion - 0.9508 95.08%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7744 77.44%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8848 88.48%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.9365 93.65%
Acute Oral Toxicity (c) III 0.6762 67.62%
Estrogen receptor binding + 0.7407 74.07%
Androgen receptor binding + 0.7005 70.05%
Thyroid receptor binding + 0.6026 60.26%
Glucocorticoid receptor binding + 0.5496 54.96%
Aromatase binding + 0.6006 60.06%
PPAR gamma - 0.6454 64.54%
Honey bee toxicity - 0.7947 79.47%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.7672 76.72%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.00% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.32% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 97.15% 95.93%
CHEMBL1951 P21397 Monoamine oxidase A 94.17% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.96% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.96% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.36% 92.62%
CHEMBL1907 P15144 Aminopeptidase N 90.16% 93.31%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.88% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.73% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.57% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.93% 89.00%
CHEMBL2581 P07339 Cathepsin D 88.78% 98.95%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.70% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.32% 94.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.94% 89.05%
CHEMBL4208 P20618 Proteasome component C5 83.35% 90.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.08% 100.00%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 82.17% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.03% 95.89%
CHEMBL3438 Q05513 Protein kinase C zeta 80.95% 88.48%
CHEMBL1871 P10275 Androgen Receptor 80.07% 96.43%

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.
Alstonia angustifolia

Cross-Links

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PubChem 118715156
LOTUS LTS0257164
wikiData Q105015353