(2S,4aS,5R,6R)-5-(1H-indol-2-ylmethyl)-1,1,5,6-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-2-ol

Details

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Internal ID ccf8d83f-42bd-4514-8d58-2dd1f0233c93
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (2S,4aS,5R,6R)-5-(1H-indol-2-ylmethyl)-1,1,5,6-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-2-ol
SMILES (Canonical) CC1CC=C2C(C1(C)CC3=CC4=CC=CC=C4N3)CCC(C2(C)C)O
SMILES (Isomeric) C[C@@H]1CC=C2[C@H]([C@]1(C)CC3=CC4=CC=CC=C4N3)CC[C@@H](C2(C)C)O
InChI InChI=1S/C23H31NO/c1-15-9-10-18-19(11-12-21(25)22(18,2)3)23(15,4)14-17-13-16-7-5-6-8-20(16)24-17/h5-8,10,13,15,19,21,24-25H,9,11-12,14H2,1-4H3/t15-,19-,21+,23-/m1/s1
InChI Key NWZFBXAZCWQDKL-NXWICYHLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO
Molecular Weight 337.50 g/mol
Exact Mass 337.240564612 g/mol
Topological Polar Surface Area (TPSA) 36.00 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.48
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aS,5R,6R)-5-(1H-indol-2-ylmethyl)-1,1,5,6-tetramethyl-2,3,4,4a,6,7-hexahydronaphthalen-2-ol

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 + 0.7130 71.30%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.4280 42.80%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9009 90.09%
OATP1B3 inhibitior + 0.9492 94.92%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.8043 80.43%
P-glycoprotein inhibitior - 0.6182 61.82%
P-glycoprotein substrate - 0.5899 58.99%
CYP3A4 substrate + 0.6087 60.87%
CYP2C9 substrate - 0.6408 64.08%
CYP2D6 substrate + 0.3635 36.35%
CYP3A4 inhibition + 0.7309 73.09%
CYP2C9 inhibition - 0.7496 74.96%
CYP2C19 inhibition - 0.5566 55.66%
CYP2D6 inhibition - 0.7732 77.32%
CYP1A2 inhibition + 0.5418 54.18%
CYP2C8 inhibition + 0.5168 51.68%
CYP inhibitory promiscuity + 0.8387 83.87%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5720 57.20%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9802 98.02%
Skin irritation - 0.7104 71.04%
Skin corrosion - 0.9079 90.79%
Ames mutagenesis + 0.5156 51.56%
Human Ether-a-go-go-Related Gene inhibition + 0.9433 94.33%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.6608 66.08%
skin sensitisation - 0.7290 72.90%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.7652 76.52%
Acute Oral Toxicity (c) III 0.5758 57.58%
Estrogen receptor binding + 0.8537 85.37%
Androgen receptor binding + 0.6437 64.37%
Thyroid receptor binding + 0.8764 87.64%
Glucocorticoid receptor binding + 0.7368 73.68%
Aromatase binding + 0.8549 85.49%
PPAR gamma - 0.6480 64.80%
Honey bee toxicity - 0.9468 94.68%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9773 97.73%

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 97.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.09% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.59% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.34% 82.69%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 93.02% 91.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.50% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.28% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.10% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.03% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 85.45% 95.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.38% 97.21%
CHEMBL1937 Q92769 Histone deacetylase 2 84.16% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.02% 93.99%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 83.23% 85.49%
CHEMBL3524 P56524 Histone deacetylase 4 81.08% 92.97%

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.
Greenwayodendron suaveolens

Cross-Links

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PubChem 163036227
LOTUS LTS0207220
wikiData Q105186876