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(1R,2R,4R,12R,13S,16E)-25-(9H-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 1ef3c3ca-8361-4e1e-bf1f-c09057039046
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (1R,2R,4R,12R,13S,16E)-25-(9H-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) C1CCN2CCC3C(=CC(CCC=CC1)(C4C3(C2)CC5N4CCCCC=C5)O)C6=NC=CC7=C6NC8=CC=CC=C78
SMILES (Isomeric) C1CCN2CC[C@H]3C(=C[C@@](CC/C=C/C1)([C@H]4[C@]3(C2)C[C@H]5N4CCCCC=C5)O)C6=NC=CC7=C6NC8=CC=CC=C78
InChI InChI=1S/C36H44N4O/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/h1,4,7-9,13-16,19,24,26,30,34,38,41H,2-3,5-6,10-12,17-18,20-23,25H2/b4-1+,13-7?/t26-,30-,34+,35-,36-/m0/s1
InChI Key FUCSLKWLLSEMDQ-SFMPPMLESA-N
Popularity 54 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44N4O
Molecular Weight 548.80 g/mol
Exact Mass 548.35151204 g/mol
Topological Polar Surface Area (TPSA) 55.40 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.86
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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Manzamine A
104196-68-1

2D Structure

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2D Structure of (1R,2R,4R,12R,13S,16E)-25-(9H-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 + 0.9919 99.19%
Caco-2 - 0.8235 82.35%
Blood Brain Barrier + 0.8757 87.57%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7108 71.08%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8737 87.37%
OATP1B3 inhibitior + 0.9451 94.51%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.6000 60.00%
BSEP inhibitior + 0.9954 99.54%
P-glycoprotein inhibitior + 0.9211 92.11%
P-glycoprotein substrate + 0.7307 73.07%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3549 35.49%
CYP3A4 inhibition - 0.6925 69.25%
CYP2C9 inhibition - 0.8249 82.49%
CYP2C19 inhibition - 0.8147 81.47%
CYP2D6 inhibition - 0.5680 56.80%
CYP1A2 inhibition - 0.5840 58.40%
CYP2C8 inhibition + 0.7282 72.82%
CYP inhibitory promiscuity - 0.5839 58.39%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6411 64.11%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9506 95.06%
Skin irritation - 0.7059 70.59%
Skin corrosion - 0.8962 89.62%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8110 81.10%
Micronuclear + 0.7300 73.00%
Hepatotoxicity + 0.5013 50.13%
skin sensitisation - 0.8436 84.36%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.8668 86.68%
Acute Oral Toxicity (c) III 0.5596 55.96%
Estrogen receptor binding + 0.7786 77.86%
Androgen receptor binding + 0.7624 76.24%
Thyroid receptor binding + 0.5844 58.44%
Glucocorticoid receptor binding + 0.5787 57.87%
Aromatase binding + 0.5655 56.55%
PPAR gamma + 0.6570 65.70%
Honey bee toxicity - 0.8215 82.15%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity - 0.5413 54.13%

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
CHEMBL240 Q12809 HERG 99.94% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.83% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.30% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.53% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.18% 97.25%
CHEMBL3310 Q96DB2 Histone deacetylase 11 94.11% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.27% 89.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 90.64% 96.39%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 90.42% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.46% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.31% 94.08%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.14% 90.08%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.70% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.68% 94.45%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 86.68% 90.71%
CHEMBL4208 P20618 Proteasome component C5 86.25% 90.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.24% 96.00%
CHEMBL2581 P07339 Cathepsin D 86.05% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.42% 99.23%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 85.39% 97.64%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.09% 94.23%
CHEMBL1951 P21397 Monoamine oxidase A 84.35% 91.49%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.30% 95.83%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.41% 100.00%
CHEMBL5646 Q6L5J4 FML2_HUMAN 83.24% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.13% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.79% 91.71%
CHEMBL325 Q13547 Histone deacetylase 1 82.75% 95.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.71% 92.94%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.60% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.48% 92.62%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.40% 96.67%
CHEMBL4302 P08183 P-glycoprotein 1 81.39% 92.98%
CHEMBL1937 Q92769 Histone deacetylase 2 80.93% 94.75%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.58% 96.47%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 80.52% 93.04%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.21% 85.49%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 154730828
LOTUS LTS0162083
wikiData Q105001552