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(2S,3Z,12bS)-3-ethylidene-9-methoxy-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine

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 1711fcc6-8ec9-4055-b9c1-ef2a0937f86e
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (2S,3Z,12bS)-3-ethylidene-9-methoxy-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine
SMILES (Canonical) CC=C1CN2CCC3=C(C2CC1CC4C5=C(CCN4)C6=CC=CC=C6N5)NC7=C3C=C(C=C7)OC
SMILES (Isomeric) C/C=C/1\CN2CCC3=C([C@@H]2C[C@@H]1C[C@@H]4C5=C(CCN4)C6=CC=CC=C6N5)NC7=C3C=C(C=C7)OC
InChI InChI=1S/C30H34N4O/c1-3-18-17-34-13-11-23-24-16-20(35-2)8-9-26(24)33-30(23)28(34)15-19(18)14-27-29-22(10-12-31-27)21-6-4-5-7-25(21)32-29/h3-9,16,19,27-28,31-33H,10-15,17H2,1-2H3/b18-3+/t19-,27+,28-/m0/s1
InChI Key FLSCBMPVJGZKJB-WOAPVTTGSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H34N4O
Molecular Weight 466.60 g/mol
Exact Mass 466.27326172 g/mol
Topological Polar Surface Area (TPSA) 56.10 Ų
XlogP 4.30
Atomic LogP (AlogP) 5.80
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3Z,12bS)-3-ethylidene-9-methoxy-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9882 98.82%
Caco-2 - 0.6248 62.48%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4714 47.14%
OATP2B1 inhibitior - 0.8474 84.74%
OATP1B1 inhibitior + 0.8064 80.64%
OATP1B3 inhibitior + 0.9378 93.78%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9947 99.47%
P-glycoprotein inhibitior + 0.9536 95.36%
P-glycoprotein substrate + 0.6938 69.38%
CYP3A4 substrate + 0.7018 70.18%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.6814 68.14%
CYP3A4 inhibition - 0.5696 56.96%
CYP2C9 inhibition - 0.8550 85.50%
CYP2C19 inhibition - 0.8492 84.92%
CYP2D6 inhibition + 0.8149 81.49%
CYP1A2 inhibition + 0.5616 56.16%
CYP2C8 inhibition + 0.6725 67.25%
CYP inhibitory promiscuity - 0.6306 63.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6937 69.37%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9837 98.37%
Skin irritation - 0.7128 71.28%
Skin corrosion - 0.9023 90.23%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9880 98.80%
Micronuclear + 0.6100 61.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8568 85.68%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5937 59.37%
Acute Oral Toxicity (c) III 0.5927 59.27%
Estrogen receptor binding + 0.8655 86.55%
Androgen receptor binding + 0.8296 82.96%
Thyroid receptor binding + 0.7170 71.70%
Glucocorticoid receptor binding + 0.6972 69.72%
Aromatase binding - 0.5662 56.62%
PPAR gamma + 0.6639 66.39%
Honey bee toxicity - 0.7326 73.26%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.8583 85.83%

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 99.57% 89.76%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.52% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.20% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.17% 93.99%
CHEMBL2535 P11166 Glucose transporter 92.59% 98.75%
CHEMBL228 P31645 Serotonin transporter 92.29% 95.51%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.60% 91.71%
CHEMBL2581 P07339 Cathepsin D 88.26% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.59% 94.45%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.08% 92.67%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 85.62% 91.65%
CHEMBL255 P29275 Adenosine A2b receptor 85.38% 98.59%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.87% 95.89%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 83.42% 100.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.90% 82.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.27% 92.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.98% 95.89%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.89% 90.71%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 80.88% 85.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.57% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.28% 93.40%

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.
Aspidosperma ramiflorum

Cross-Links

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PubChem 101691176
LOTUS LTS0201418
wikiData Q104997438