methyl (1S,9R,10S,12S,13E,15S,18S)-13-ethylidene-10-hydroxy-18-(hydroxymethyl)-15-methyl-8-aza-15-azoniapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

Details

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Internal ID a3251fd4-88a4-4ced-88fb-18f6b8574490
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name methyl (1S,9R,10S,12S,13E,15S,18S)-13-ethylidene-10-hydroxy-18-(hydroxymethyl)-15-methyl-8-aza-15-azoniapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate
SMILES (Canonical) CC=C1C[N+]2(CCC34C2(C(CC1C3(CO)C(=O)OC)O)NC5=CC=CC=C45)C
SMILES (Isomeric) C/C=C\1/C[N@@+]2(CC[C@@]34[C@@]2([C@H](C[C@@H]1[C@]3(CO)C(=O)OC)O)NC5=CC=CC=C45)C
InChI InChI=1S/C22H29N2O4/c1-4-14-12-24(2)10-9-21-15-7-5-6-8-17(15)23-22(21,24)18(26)11-16(14)20(21,13-25)19(27)28-3/h4-8,16,18,23,25-26H,9-13H2,1-3H3/q+1/b14-4-/t16-,18-,20+,21-,22-,24-/m0/s1
InChI Key AFJPGVUCVDCFPM-ZWISEHCYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H29N2O4+
Molecular Weight 385.50 g/mol
Exact Mass 385.21273241 g/mol
Topological Polar Surface Area (TPSA) 78.80 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.39
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,9R,10S,12S,13E,15S,18S)-13-ethylidene-10-hydroxy-18-(hydroxymethyl)-15-methyl-8-aza-15-azoniapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6144 61.44%
Caco-2 + 0.5517 55.17%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Lysosomes 0.4950 49.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8491 84.91%
OATP1B3 inhibitior + 0.9379 93.79%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6133 61.33%
P-glycoprotein inhibitior - 0.6605 66.05%
P-glycoprotein substrate - 0.5787 57.87%
CYP3A4 substrate + 0.6701 67.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7941 79.41%
CYP3A4 inhibition - 0.9199 91.99%
CYP2C9 inhibition - 0.8447 84.47%
CYP2C19 inhibition - 0.8397 83.97%
CYP2D6 inhibition - 0.8294 82.94%
CYP1A2 inhibition - 0.8419 84.19%
CYP2C8 inhibition + 0.5131 51.31%
CYP inhibitory promiscuity - 0.9572 95.72%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5275 52.75%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.9673 96.73%
Skin irritation - 0.7646 76.46%
Skin corrosion - 0.9222 92.22%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8077 80.77%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5351 53.51%
skin sensitisation - 0.8378 83.78%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8185 81.85%
Acute Oral Toxicity (c) III 0.5631 56.31%
Estrogen receptor binding + 0.5469 54.69%
Androgen receptor binding + 0.7810 78.10%
Thyroid receptor binding + 0.6484 64.84%
Glucocorticoid receptor binding + 0.6912 69.12%
Aromatase binding + 0.5953 59.53%
PPAR gamma - 0.5454 54.54%
Honey bee toxicity - 0.8200 82.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.8976 89.76%

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 98.85% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.47% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.38% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.62% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.20% 98.95%
CHEMBL5028 O14672 ADAM10 86.77% 97.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.67% 94.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.52% 91.07%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.51% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.41% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.10% 94.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.57% 94.45%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.17% 94.97%
CHEMBL4208 P20618 Proteasome component C5 80.33% 90.00%

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 congensis
Alstonia rostrata

Cross-Links

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PubChem 124841318
LOTUS LTS0058752
wikiData Q104911265