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(1R,2R,4R,5Z,12R,13S,16E)-25-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol

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 1a8c1a12-490b-4ace-a166-21c8975222bd
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (1R,2R,4R,5Z,12R,13S,16E)-25-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H46N4O/c41-36-18-10-4-1-2-5-11-20-39-22-17-30(35(25-39)23-26-13-7-3-6-12-21-40(26)34(35)36)29(24-36)32-33-28(16-19-37-32)27-14-8-9-15-31(27)38-33/h1,4,7-9,13-15,24,26,30,34,38,41H,2-3,5-6,10-12,16-23,25H2/b4-1+,13-7-/t26-,30-,34+,35-,36-/m0/s1
InChI Key GILIOBQLHZOVPZ-SHIWRGCWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H46N4O
Molecular Weight 550.80 g/mol
Exact Mass 550.36716210 g/mol
Topological Polar Surface Area (TPSA) 54.90 Ų
XlogP 5.60
Atomic LogP (AlogP) 6.20
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,4R,5Z,12R,13S,16E)-25-(4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-5,16,25-trien-13-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9870 98.70%
Caco-2 - 0.8016 80.16%
Blood Brain Barrier + 0.8757 87.57%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7365 73.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8540 85.40%
OATP1B3 inhibitior + 0.9414 94.14%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior + 0.7500 75.00%
BSEP inhibitior + 0.9760 97.60%
P-glycoprotein inhibitior + 0.8794 87.94%
P-glycoprotein substrate + 0.6719 67.19%
CYP3A4 substrate + 0.7112 71.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7238 72.38%
CYP3A4 inhibition - 0.6843 68.43%
CYP2C9 inhibition - 0.7996 79.96%
CYP2C19 inhibition - 0.7880 78.80%
CYP2D6 inhibition - 0.5689 56.89%
CYP1A2 inhibition - 0.5753 57.53%
CYP2C8 inhibition + 0.6493 64.93%
CYP inhibitory promiscuity - 0.6084 60.84%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6566 65.66%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9518 95.18%
Skin irritation - 0.7191 71.91%
Skin corrosion - 0.8959 89.59%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7653 76.53%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5146 51.46%
skin sensitisation - 0.8254 82.54%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7924 79.24%
Acute Oral Toxicity (c) III 0.5744 57.44%
Estrogen receptor binding + 0.7787 77.87%
Androgen receptor binding + 0.7325 73.25%
Thyroid receptor binding + 0.5418 54.18%
Glucocorticoid receptor binding + 0.5524 55.24%
Aromatase binding + 0.5507 55.07%
PPAR gamma + 0.6587 65.87%
Honey bee toxicity - 0.8169 81.69%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity - 0.4454 44.54%

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 97.47% 91.11%
CHEMBL240 Q12809 HERG 95.82% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.71% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 95.36% 88.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.24% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.63% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.62% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.55% 97.25%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.70% 90.08%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 89.15% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.71% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.63% 96.39%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 88.55% 98.46%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.41% 97.09%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.18% 91.71%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.32% 94.08%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.70% 94.62%
CHEMBL5805 Q9NR97 Toll-like receptor 8 86.63% 96.25%
CHEMBL5493 O15552 Free fatty acid receptor 2 84.41% 92.86%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.01% 93.03%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 83.93% 97.64%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.89% 85.49%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.85% 100.00%
CHEMBL5646 Q6L5J4 FML2_HUMAN 82.66% 100.00%
CHEMBL3902 P09211 Glutathione S-transferase Pi 82.55% 93.81%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.30% 95.56%
CHEMBL4208 P20618 Proteasome component C5 81.68% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.60% 92.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.43% 94.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.36% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.32% 99.23%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.93% 97.50%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.44% 91.43%

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 163190279
LOTUS LTS0148418
wikiData Q105009091