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2-[(2R,5R)-5-methyl-5-(9H-pyrido[3,4-b]indol-1-ylmethyl)oxolan-2-yl]propan-2-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 347bebb2-0e7b-40ef-95b1-0d91824717c3
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 2-[(2R,5R)-5-methyl-5-(9H-pyrido[3,4-b]indol-1-ylmethyl)oxolan-2-yl]propan-2-ol
SMILES (Canonical) CC1(CCC(O1)C(C)(C)O)CC2=NC=CC3=C2NC4=CC=CC=C34
SMILES (Isomeric) C[C@@]1(CC[C@@H](O1)C(C)(C)O)CC2=NC=CC3=C2NC4=CC=CC=C34
InChI InChI=1S/C20H24N2O2/c1-19(2,23)17-8-10-20(3,24-17)12-16-18-14(9-11-21-16)13-6-4-5-7-15(13)22-18/h4-7,9,11,17,22-23H,8,10,12H2,1-3H3/t17-,20-/m1/s1
InChI Key BFOYOQPBKKWMJY-YLJYHZDGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24N2O2
Molecular Weight 324.40 g/mol
Exact Mass 324.183778013 g/mol
Topological Polar Surface Area (TPSA) 58.10 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.97
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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271249-84-4
(2R,5R)-Tetrahydro-alpha,alpha,5-trimethyl-5-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2-furanmethanol

2D Structure

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2D Structure of 2-[(2R,5R)-5-methyl-5-(9H-pyrido[3,4-b]indol-1-ylmethyl)oxolan-2-yl]propan-2-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9899 98.99%
Caco-2 - 0.7558 75.58%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5274 52.74%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9044 90.44%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.7618 76.18%
P-glycoprotein inhibitior - 0.7130 71.30%
P-glycoprotein substrate - 0.5697 56.97%
CYP3A4 substrate + 0.6590 65.90%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7106 71.06%
CYP3A4 inhibition - 0.8813 88.13%
CYP2C9 inhibition - 0.8104 81.04%
CYP2C19 inhibition - 0.7192 71.92%
CYP2D6 inhibition - 0.7916 79.16%
CYP1A2 inhibition - 0.7059 70.59%
CYP2C8 inhibition + 0.7536 75.36%
CYP inhibitory promiscuity - 0.6117 61.17%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6608 66.08%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9208 92.08%
Skin irritation - 0.7878 78.78%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis + 0.5330 53.30%
Human Ether-a-go-go-Related Gene inhibition + 0.8557 85.57%
Micronuclear - 0.6000 60.00%
Hepatotoxicity + 0.5738 57.38%
skin sensitisation - 0.8053 80.53%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity - 0.8479 84.79%
Acute Oral Toxicity (c) III 0.6597 65.97%
Estrogen receptor binding + 0.9036 90.36%
Androgen receptor binding + 0.7455 74.55%
Thyroid receptor binding + 0.8522 85.22%
Glucocorticoid receptor binding + 0.7866 78.66%
Aromatase binding + 0.8561 85.61%
PPAR gamma + 0.7484 74.84%
Honey bee toxicity - 0.9185 91.85%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.7610 76.10%

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 98.15% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.76% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 94.97% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.80% 89.00%
CHEMBL240 Q12809 HERG 90.81% 89.76%
CHEMBL1937 Q92769 Histone deacetylase 2 90.79% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.77% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.45% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.29% 92.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 88.60% 88.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.25% 85.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.84% 96.39%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.35% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.52% 94.45%
CHEMBL2581 P07339 Cathepsin D 85.48% 98.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.28% 94.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 85.09% 93.99%
CHEMBL3524 P56524 Histone deacetylase 4 84.09% 92.97%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.90% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.51% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 83.21% 83.82%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.45% 95.56%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 81.76% 85.49%
CHEMBL255 P29275 Adenosine A2b receptor 81.09% 98.59%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.22% 86.33%

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 11301771
LOTUS LTS0103045
wikiData Q104934649