(1R,16R,18S)-20,20-dimethyl-10,19-diazapentacyclo[14.2.2.03,11.04,9.013,18]icosa-3(11),4,6,8,12,14-hexaene

Details

Top
Internal ID b002a4fa-2534-4b1d-8dda-96c725c5587c
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1R,16R,18S)-20,20-dimethyl-10,19-diazapentacyclo[14.2.2.03,11.04,9.013,18]icosa-3(11),4,6,8,12,14-hexaene
SMILES (Canonical) CC1(C2CC3C(N1)CC4=C(C=C3C=C2)NC5=CC=CC=C45)C
SMILES (Isomeric) CC1([C@@H]2C[C@@H]3[C@H](N1)CC4=C(C=C3C=C2)NC5=CC=CC=C45)C
InChI InChI=1S/C20H22N2/c1-20(2)13-8-7-12-9-18-16(11-19(22-20)15(12)10-13)14-5-3-4-6-17(14)21-18/h3-9,13,15,19,21-22H,10-11H2,1-2H3/t13-,15-,19+/m0/s1
InChI Key LRDPFMBNODYLKQ-ZUEVXXBESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C20H22N2
Molecular Weight 290.40 g/mol
Exact Mass 290.178298710 g/mol
Topological Polar Surface Area (TPSA) 27.80 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.05
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,16R,18S)-20,20-dimethyl-10,19-diazapentacyclo[14.2.2.03,11.04,9.013,18]icosa-3(11),4,6,8,12,14-hexaene

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9951 99.51%
Caco-2 + 0.7378 73.78%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Lysosomes 0.4234 42.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8394 83.94%
OATP1B3 inhibitior + 0.9445 94.45%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.8229 82.29%
P-glycoprotein inhibitior - 0.6704 67.04%
P-glycoprotein substrate + 0.6785 67.85%
CYP3A4 substrate + 0.6652 66.52%
CYP2C9 substrate - 0.8063 80.63%
CYP2D6 substrate + 0.3667 36.67%
CYP3A4 inhibition + 0.6211 62.11%
CYP2C9 inhibition - 0.6490 64.90%
CYP2C19 inhibition - 0.6306 63.06%
CYP2D6 inhibition - 0.5291 52.91%
CYP1A2 inhibition + 0.6602 66.02%
CYP2C8 inhibition + 0.5794 57.94%
CYP inhibitory promiscuity + 0.6948 69.48%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.6539 65.39%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9974 99.74%
Skin irritation - 0.7258 72.58%
Skin corrosion - 0.8879 88.79%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9371 93.71%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.7410 74.10%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6912 69.12%
Acute Oral Toxicity (c) III 0.5814 58.14%
Estrogen receptor binding + 0.9191 91.91%
Androgen receptor binding + 0.6573 65.73%
Thyroid receptor binding + 0.6225 62.25%
Glucocorticoid receptor binding + 0.6559 65.59%
Aromatase binding + 0.8303 83.03%
PPAR gamma + 0.5455 54.55%
Honey bee toxicity - 0.8142 81.42%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.7900 79.00%
Fish aquatic toxicity + 0.9828 98.28%

Targets

Top

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 98.61% 91.11%
CHEMBL240 Q12809 HERG 97.41% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.43% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.07% 94.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.82% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 92.19% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.43% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.88% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.23% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 89.60% 97.79%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.53% 88.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.51% 94.23%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.49% 94.08%
CHEMBL3920 Q04759 Protein kinase C theta 88.62% 97.69%
CHEMBL1937 Q92769 Histone deacetylase 2 85.16% 94.75%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.67% 90.71%
CHEMBL2535 P11166 Glucose transporter 84.05% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 82.84% 90.17%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.63% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.00% 100.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.54% 92.67%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.33% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.33% 94.45%

Plants that contains it

Top
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.
Aristotelia australasica

Cross-Links

Top
PubChem 14109885
LOTUS LTS0172998
wikiData Q105156082