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Dihydroxy tilivalline

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 c1260fd3-6e16-4f35-8e55-6976da6bd36d
Taxonomy Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
IUPAC Name (6S,6aS)-2,4-dihydroxy-6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C20H19N3O3/c24-11-8-13-19(17(25)9-11)22-18(16-6-3-7-23(16)20(13)26)14-10-21-15-5-2-1-4-12(14)15/h1-2,4-5,8-10,16,18,21-22,24-25H,3,6-7H2/t16-,18-/m0/s1
InChI Key IMNRJRPWAJLJKF-WMZOPIPTSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C20H19N3O3
Molecular Weight 349.40 g/mol
Exact Mass 349.14264148 g/mol
Topological Polar Surface Area (TPSA) 88.60 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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(6S,6aS)-2,4-dihydroxy-6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo[2,1-c][1,4]benzodiazepin-11-one
(6S,6aS)-2,4-dihydroxy-6-(1H-indol-3-yl)-5,6,6a,7,8,9-hexahydropyrrolo(2,1-c)(1,4)benzodiazepin-11-one
RefChem:133977
CHEBI:219995

2D Structure

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2D Structure of Dihydroxy tilivalline

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9527 95.27%
Caco-2 - 0.5812 58.12%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7834 78.34%
OATP2B1 inhibitior - 0.7189 71.89%
OATP1B1 inhibitior + 0.8778 87.78%
OATP1B3 inhibitior + 0.9413 94.13%
MATE1 inhibitior - 0.6200 62.00%
OCT2 inhibitior - 0.7383 73.83%
BSEP inhibitior - 0.5614 56.14%
P-glycoprotein inhibitior - 0.7832 78.32%
P-glycoprotein substrate - 0.5164 51.64%
CYP3A4 substrate + 0.6401 64.01%
CYP2C9 substrate + 0.8187 81.87%
CYP2D6 substrate - 0.7614 76.14%
CYP3A4 inhibition - 0.7072 70.72%
CYP2C9 inhibition - 0.7464 74.64%
CYP2C19 inhibition - 0.6843 68.43%
CYP2D6 inhibition - 0.7013 70.13%
CYP1A2 inhibition - 0.5696 56.96%
CYP2C8 inhibition + 0.4602 46.02%
CYP inhibitory promiscuity + 0.5996 59.96%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6953 69.53%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9893 98.93%
Skin irritation - 0.7992 79.92%
Skin corrosion - 0.9453 94.53%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4295 42.95%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8864 88.64%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6678 66.78%
Acute Oral Toxicity (c) III 0.5827 58.27%
Estrogen receptor binding + 0.6478 64.78%
Androgen receptor binding + 0.7016 70.16%
Thyroid receptor binding - 0.6018 60.18%
Glucocorticoid receptor binding + 0.7675 76.75%
Aromatase binding + 0.5920 59.20%
PPAR gamma + 0.8575 85.75%
Honey bee toxicity - 0.8958 89.58%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.7683 76.83%

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
CHEMBL2581 P07339 Cathepsin D 98.84% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.05% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.69% 95.56%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 95.39% 92.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.76% 89.00%
CHEMBL217 P14416 Dopamine D2 receptor 94.47% 95.62%
CHEMBL1951 P21397 Monoamine oxidase A 94.01% 91.49%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 93.32% 93.03%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.94% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.91% 93.40%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.70% 95.89%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.59% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.03% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.87% 96.09%
CHEMBL5203 P33316 dUTP pyrophosphatase 88.02% 99.18%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.02% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.53% 94.45%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.38% 88.56%
CHEMBL2535 P11166 Glucose transporter 86.75% 98.75%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 86.37% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.21% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.10% 92.94%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.16% 97.64%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.09% 83.10%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.05% 95.83%
CHEMBL228 P31645 Serotonin transporter 81.70% 95.51%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.31% 89.62%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.60% 90.08%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.60% 83.00%
CHEMBL240 Q12809 HERG 80.45% 89.76%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.07% 99.15%

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 139588816
LOTUS LTS0237907
wikiData Q105115797