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N-[(1S,4S,4aS,5R,6R,8aS)-4-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-6-hydroxy-5-isothiocyanato-1,6-dimethyl-2,3,4,4a,5,7,8,8a-octahydronaphthalen-1-yl]formamide

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 cdedfa30-ef47-4702-b600-34e31285318a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Biflorane and serrulatane diterpenoids
IUPAC Name N-[(1S,4S,4aS,5R,6R,8aS)-4-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-6-hydroxy-5-isothiocyanato-1,6-dimethyl-2,3,4,4a,5,7,8,8a-octahydronaphthalen-1-yl]formamide
SMILES (Canonical) CC1(C(CCC(O1)(C)C2CCC(C3C2C(C(CC3)(C)O)N=C=S)(C)NC=O)Cl)C
SMILES (Isomeric) C[C@@]1(CC[C@@H]([C@@H]2[C@@H]1CC[C@@]([C@@H]2N=C=S)(C)O)[C@]3(CC[C@@H](C(O3)(C)C)Cl)C)NC=O
InChI InChI=1S/C22H35ClN2O3S/c1-19(2)16(23)8-11-22(5,28-19)15-6-9-20(3,25-12-26)14-7-10-21(4,27)18(17(14)15)24-13-29/h12,14-18,27H,6-11H2,1-5H3,(H,25,26)/t14-,15-,16-,17-,18+,20-,21+,22+/m0/s1
InChI Key HOYYQIWHSWIVNZ-QJUHQHJTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H35ClN2O3S
Molecular Weight 443.00 g/mol
Exact Mass 442.2056919 g/mol
Topological Polar Surface Area (TPSA) 103.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.10
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(1S,4S,4aS,5R,6R,8aS)-4-[(2R,5S)-5-chloro-2,6,6-trimethyloxan-2-yl]-6-hydroxy-5-isothiocyanato-1,6-dimethyl-2,3,4,4a,5,7,8,8a-octahydronaphthalen-1-yl]formamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9768 97.68%
Caco-2 - 0.6955 69.55%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6121 61.21%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8364 83.64%
OATP1B3 inhibitior + 0.9426 94.26%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5498 54.98%
P-glycoprotein inhibitior - 0.5754 57.54%
P-glycoprotein substrate - 0.5920 59.20%
CYP3A4 substrate + 0.6911 69.11%
CYP2C9 substrate - 0.7936 79.36%
CYP2D6 substrate - 0.8393 83.93%
CYP3A4 inhibition - 0.8277 82.77%
CYP2C9 inhibition - 0.6532 65.32%
CYP2C19 inhibition + 0.5066 50.66%
CYP2D6 inhibition - 0.8680 86.80%
CYP1A2 inhibition - 0.7759 77.59%
CYP2C8 inhibition + 0.5873 58.73%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.5729 57.29%
Eye corrosion - 0.9806 98.06%
Eye irritation - 0.9828 98.28%
Skin irritation - 0.7290 72.90%
Skin corrosion - 0.9022 90.22%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6472 64.72%
Micronuclear + 0.5400 54.00%
Hepatotoxicity + 0.6578 65.78%
skin sensitisation - 0.8083 80.83%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.7826 78.26%
Acute Oral Toxicity (c) III 0.5558 55.58%
Estrogen receptor binding + 0.8514 85.14%
Androgen receptor binding + 0.5919 59.19%
Thyroid receptor binding + 0.7405 74.05%
Glucocorticoid receptor binding + 0.8296 82.96%
Aromatase binding + 0.7595 75.95%
PPAR gamma + 0.5608 56.08%
Honey bee toxicity - 0.6369 63.69%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9632 96.32%

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 95.64% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.48% 96.61%
CHEMBL4072 P07858 Cathepsin B 95.15% 93.67%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.62% 97.25%
CHEMBL240 Q12809 HERG 93.72% 89.76%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 91.21% 89.34%
CHEMBL3837 P07711 Cathepsin L 90.49% 96.61%
CHEMBL1871 P10275 Androgen Receptor 90.23% 96.43%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.15% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.56% 100.00%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 86.74% 85.30%
CHEMBL284 P27487 Dipeptidyl peptidase IV 86.60% 95.69%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.85% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.49% 100.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 83.92% 83.57%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.92% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.77% 97.14%
CHEMBL221 P23219 Cyclooxygenase-1 83.19% 90.17%
CHEMBL340 P08684 Cytochrome P450 3A4 82.12% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.86% 95.56%
CHEMBL259 P32245 Melanocortin receptor 4 80.81% 95.38%

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.
There are no matching plants.

Cross-Links

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PubChem 10575224
LOTUS LTS0261927
wikiData Q105031590