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Sespendole

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 06833a89-5a00-4c72-9572-796d10328b22
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1S,12S,15S,20R)-7-[(S)-(3,3-dimethyloxiran-2-yl)-hydroxymethyl]-15-hydroxy-1,16,16,20-tetramethyl-8-(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-17-one
SMILES (Canonical) CC(=CCC1=C(C=CC2=C1C3=C(N2)C4(C(C3)CCC5(C4(CCC(=O)C5(C)C)C)O)C)C(C6C(O6)(C)C)O)C
SMILES (Isomeric) CC(=CCC1=C(C=CC2=C1C3=C(N2)[C@]4([C@H](C3)CC[C@@]5([C@@]4(CCC(=O)C5(C)C)C)O)C)[C@@H](C6C(O6)(C)C)O)C
InChI InChI=1S/C33H45NO4/c1-18(2)9-10-20-21(26(36)28-30(5,6)38-28)11-12-23-25(20)22-17-19-13-16-33(37)29(3,4)24(35)14-15-31(33,7)32(19,8)27(22)34-23/h9,11-12,19,26,28,34,36-37H,10,13-17H2,1-8H3/t19-,26-,28?,31+,32+,33+/m0/s1
InChI Key QMEIUISJYPRNPF-ZWXFSXOLSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C33H45NO4
Molecular Weight 519.70 g/mol
Exact Mass 519.33485892 g/mol
Topological Polar Surface Area (TPSA) 85.80 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.24
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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SCHEMBL6898712
(1S,12S,15S,20R)-7-[(S)-(3,3-dimethyloxiran-2-yl)-hydroxymethyl]-15-hydroxy-1,16,16,20-tetramethyl-8-(3-methylbut-2-enyl)-3-azapentacyclo[10.8.0.02,10.04,9.015,20]icosa-2(10),4(9),5,7-tetraen-17-one

2D Structure

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2D Structure of Sespendole

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.7457 74.57%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.4221 42.21%
OATP2B1 inhibitior - 0.7055 70.55%
OATP1B1 inhibitior + 0.8580 85.80%
OATP1B3 inhibitior + 0.9321 93.21%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9602 96.02%
P-glycoprotein inhibitior + 0.6909 69.09%
P-glycoprotein substrate + 0.6070 60.70%
CYP3A4 substrate + 0.6827 68.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7868 78.68%
CYP3A4 inhibition - 0.5574 55.74%
CYP2C9 inhibition - 0.7665 76.65%
CYP2C19 inhibition - 0.7250 72.50%
CYP2D6 inhibition - 0.8914 89.14%
CYP1A2 inhibition + 0.7858 78.58%
CYP2C8 inhibition + 0.5607 56.07%
CYP inhibitory promiscuity + 0.5568 55.68%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4913 49.13%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9340 93.40%
Skin irritation - 0.7042 70.42%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5720 57.20%
Micronuclear - 0.5100 51.00%
Hepatotoxicity - 0.6540 65.40%
skin sensitisation - 0.7978 79.78%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8319 83.19%
Acute Oral Toxicity (c) III 0.5141 51.41%
Estrogen receptor binding + 0.7829 78.29%
Androgen receptor binding + 0.7380 73.80%
Thyroid receptor binding + 0.6891 68.91%
Glucocorticoid receptor binding + 0.8088 80.88%
Aromatase binding + 0.7995 79.95%
PPAR gamma + 0.6655 66.55%
Honey bee toxicity - 0.7218 72.18%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9875 98.75%

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 98.96% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.72% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.78% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.06% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.93% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.23% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 92.81% 93.04%
CHEMBL255 P29275 Adenosine A2b receptor 92.23% 98.59%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.70% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.61% 94.75%
CHEMBL1951 P21397 Monoamine oxidase A 91.61% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.57% 95.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 90.51% 93.99%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.97% 97.09%
CHEMBL213 P08588 Beta-1 adrenergic receptor 88.78% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.19% 88.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.63% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.08% 85.30%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.80% 89.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 84.66% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.72% 94.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 82.14% 83.10%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.78% 99.23%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.76% 100.00%
CHEMBL1902 P62942 FK506-binding protein 1A 81.27% 97.05%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 80.90% 85.11%
CHEMBL301 P24941 Cyclin-dependent kinase 2 80.73% 91.23%

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 11598840
LOTUS LTS0195870
wikiData Q77492634