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Lecanindole B

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 9f72be13-78ca-4ae3-a38d-57019eeace64
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1S,12S,15S,20R)-15-hydroxy-1,16,16,20-tetramethyl-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4,6,8-tetraen-17-one
SMILES (Canonical) CC1(C(=O)CCC2(C1(CCC3C2(C4=C(C3)C5=CC=CC=C5N4)C)O)C)C
SMILES (Isomeric) C[C@]12CCC(=O)C([C@@]1(CC[C@@H]3[C@@]2(C4=C(C3)C5=CC=CC=C5N4)C)O)(C)C
InChI InChI=1S/C23H29NO2/c1-20(2)18(25)10-11-21(3)22(4)14(9-12-23(20,21)26)13-16-15-7-5-6-8-17(15)24-19(16)22/h5-8,14,24,26H,9-13H2,1-4H3/t14-,21+,22+,23+/m0/s1
InChI Key JQTRPSHLFTZYHC-SESVXGAZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H29NO2
Molecular Weight 351.50 g/mol
Exact Mass 351.219829168 g/mol
Topological Polar Surface Area (TPSA) 53.10 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 0

Synonyms

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CHEMBL1087512
BDBM50312005

2D Structure

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2D Structure of Lecanindole B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.6926 69.26%
Blood Brain Barrier + 0.6129 61.29%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6580 65.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8870 88.70%
OATP1B3 inhibitior + 0.9450 94.50%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.7138 71.38%
P-glycoprotein inhibitior - 0.7597 75.97%
P-glycoprotein substrate - 0.6329 63.29%
CYP3A4 substrate + 0.6730 67.30%
CYP2C9 substrate - 0.7851 78.51%
CYP2D6 substrate - 0.7601 76.01%
CYP3A4 inhibition - 0.6473 64.73%
CYP2C9 inhibition - 0.8130 81.30%
CYP2C19 inhibition - 0.5476 54.76%
CYP2D6 inhibition - 0.9043 90.43%
CYP1A2 inhibition + 0.7838 78.38%
CYP2C8 inhibition - 0.6386 63.86%
CYP inhibitory promiscuity - 0.6637 66.37%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.5389 53.89%
Eye corrosion - 0.9939 99.39%
Eye irritation - 0.9575 95.75%
Skin irritation - 0.7431 74.31%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8332 83.32%
Micronuclear - 0.6900 69.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8380 83.80%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.6559 65.59%
Acute Oral Toxicity (c) III 0.6172 61.72%
Estrogen receptor binding + 0.7392 73.92%
Androgen receptor binding + 0.6961 69.61%
Thyroid receptor binding + 0.6771 67.71%
Glucocorticoid receptor binding + 0.6166 61.66%
Aromatase binding + 0.6447 64.47%
PPAR gamma + 0.7034 70.34%
Honey bee toxicity - 0.8807 88.07%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9558 95.58%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL208 P06401 Progesterone receptor 0.3 nM
0.3 nM
 EC50
EC50
 PMID: 19863083
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1951 P21397 Monoamine oxidase A 97.92% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.50% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.02% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 96.49% 94.75%
CHEMBL2581 P07339 Cathepsin D 95.57% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.22% 93.99%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.64% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.11% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.40% 99.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.12% 88.56%
CHEMBL255 P29275 Adenosine A2b receptor 88.08% 98.59%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.76% 82.69%
CHEMBL217 P14416 Dopamine D2 receptor 86.57% 95.62%
CHEMBL4302 P08183 P-glycoprotein 1 86.29% 92.98%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.76% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.68% 90.08%
CHEMBL2535 P11166 Glucose transporter 85.02% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.75% 94.45%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.35% 94.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.73% 89.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.72% 92.67%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.55% 94.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.28% 100.00%
CHEMBL3524 P56524 Histone deacetylase 4 82.23% 92.97%
CHEMBL1902 P62942 FK506-binding protein 1A 82.13% 97.05%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.55% 94.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.09% 95.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.49% 92.94%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.20% 97.50%

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.
Petroselinum crispum

Cross-Links

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PubChem 44605898
NPASS NPC99428
ChEMBL CHEMBL1087512
LOTUS LTS0051411
wikiData Q77521292