methyl (1R,9R,10S,12S,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6-triene-10-carboxylate

Details

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Internal ID 19aa3c92-c579-4f4b-99a2-a7fa9b700234
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1R,9R,10S,12S,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6-triene-10-carboxylate
SMILES (Canonical) CC1C23CCCN4C2C5(C1(C(C3)C(=O)OC)NC6=CC=CC=C65)CC4
SMILES (Isomeric) C[C@@H]1[C@@]23CCCN4[C@@H]2[C@@]5([C@@]1([C@H](C3)C(=O)OC)NC6=CC=CC=C65)CC4
InChI InChI=1S/C21H26N2O2/c1-13-19-8-5-10-23-11-9-20(18(19)23)14-6-3-4-7-16(14)22-21(13,20)15(12-19)17(24)25-2/h3-4,6-7,13,15,18,22H,5,8-12H2,1-2H3/t13-,15-,18+,19+,20-,21-/m1/s1
InChI Key CZLWGXKWXLVFJU-JBJYXUDUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H26N2O2
Molecular Weight 338.40 g/mol
Exact Mass 338.199428076 g/mol
Topological Polar Surface Area (TPSA) 41.60 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.79
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,9R,10S,12S,19S,20R)-20-methyl-8,16-diazahexacyclo[10.6.1.19,12.01,9.02,7.016,19]icosa-2,4,6-triene-10-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9759 97.59%
Caco-2 + 0.6186 61.86%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5079 50.79%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9126 91.26%
OATP1B3 inhibitior + 0.9391 93.91%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.7058 70.58%
P-glycoprotein inhibitior - 0.7526 75.26%
P-glycoprotein substrate + 0.5773 57.73%
CYP3A4 substrate + 0.6406 64.06%
CYP2C9 substrate - 0.8129 81.29%
CYP2D6 substrate + 0.3764 37.64%
CYP3A4 inhibition - 0.6101 61.01%
CYP2C9 inhibition - 0.8291 82.91%
CYP2C19 inhibition - 0.8907 89.07%
CYP2D6 inhibition + 0.7046 70.46%
CYP1A2 inhibition - 0.6021 60.21%
CYP2C8 inhibition - 0.6814 68.14%
CYP inhibitory promiscuity - 0.8973 89.73%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7065 70.65%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9980 99.80%
Skin irritation - 0.7676 76.76%
Skin corrosion - 0.9322 93.22%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4043 40.43%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.5750 57.50%
skin sensitisation - 0.8561 85.61%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5524 55.24%
Acute Oral Toxicity (c) II 0.5370 53.70%
Estrogen receptor binding - 0.5195 51.95%
Androgen receptor binding + 0.7721 77.21%
Thyroid receptor binding + 0.5168 51.68%
Glucocorticoid receptor binding + 0.6057 60.57%
Aromatase binding + 0.5676 56.76%
PPAR gamma - 0.5619 56.19%
Honey bee toxicity - 0.8963 89.63%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9131 91.31%

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 97.46% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.89% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.60% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.30% 86.33%
CHEMBL2581 P07339 Cathepsin D 89.58% 98.95%
CHEMBL4208 P20618 Proteasome component C5 89.11% 90.00%
CHEMBL5028 O14672 ADAM10 88.24% 97.50%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.20% 93.03%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.48% 85.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.04% 94.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.30% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.17% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.85% 99.23%
CHEMBL221 P23219 Cyclooxygenase-1 80.58% 90.17%

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.
Vinca erecta

Cross-Links

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PubChem 1403404
LOTUS LTS0188767
wikiData Q104972879