(3R)-3-[2-(dimethylamino)phenyl]-5-methoxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one

Details

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Internal ID 63d69a83-094b-4af2-9153-d8bda10f5fb8
Taxonomy Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
IUPAC Name (3R)-3-[2-(dimethylamino)phenyl]-5-methoxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one
SMILES (Canonical) CN(C)C1=CC=CC=C1C2CCN3C2=NC4=C(C3=O)C=CC=C4OC
SMILES (Isomeric) CN(C)C1=CC=CC=C1[C@H]2CCN3C2=NC4=C(C3=O)C=CC=C4OC
InChI InChI=1S/C20H21N3O2/c1-22(2)16-9-5-4-7-13(16)14-11-12-23-19(14)21-18-15(20(23)24)8-6-10-17(18)25-3/h4-10,14H,11-12H2,1-3H3/t14-/m1/s1
InChI Key VCUMKFKKKDCQKO-CQSZACIVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H21N3O2
Molecular Weight 335.40 g/mol
Exact Mass 335.16337692 g/mol
Topological Polar Surface Area (TPSA) 45.10 Ų
XlogP 2.70
Atomic LogP (AlogP) 3.01
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-3-[2-(dimethylamino)phenyl]-5-methoxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9936 99.36%
Caco-2 + 0.8932 89.32%
Blood Brain Barrier + 0.8629 86.29%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.8885 88.85%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.9431 94.31%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.6200 62.00%
OCT2 inhibitior + 0.5154 51.54%
BSEP inhibitior + 0.7956 79.56%
P-glycoprotein inhibitior + 0.7200 72.00%
P-glycoprotein substrate + 0.5587 55.87%
CYP3A4 substrate + 0.7343 73.43%
CYP2C9 substrate - 0.8141 81.41%
CYP2D6 substrate - 0.7686 76.86%
CYP3A4 inhibition + 0.6541 65.41%
CYP2C9 inhibition - 0.8643 86.43%
CYP2C19 inhibition - 0.6541 65.41%
CYP2D6 inhibition - 0.8896 88.96%
CYP1A2 inhibition + 0.9572 95.72%
CYP2C8 inhibition - 0.7073 70.73%
CYP inhibitory promiscuity + 0.6267 62.67%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5802 58.02%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9804 98.04%
Skin irritation - 0.8257 82.57%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7921 79.21%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5573 55.73%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.6484 64.84%
Acute Oral Toxicity (c) III 0.6812 68.12%
Estrogen receptor binding + 0.8917 89.17%
Androgen receptor binding + 0.7231 72.31%
Thyroid receptor binding + 0.8054 80.54%
Glucocorticoid receptor binding + 0.8097 80.97%
Aromatase binding + 0.6791 67.91%
PPAR gamma + 0.6026 60.26%
Honey bee toxicity - 0.8811 88.11%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity - 0.5856 58.56%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.14% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.86% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.88% 95.56%
CHEMBL2581 P07339 Cathepsin D 96.11% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 96.07% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.64% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.43% 94.00%
CHEMBL2535 P11166 Glucose transporter 88.13% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.06% 92.62%
CHEMBL228 P31645 Serotonin transporter 85.85% 95.51%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.60% 97.09%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 84.86% 96.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.52% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.44% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.65% 89.00%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 82.37% 85.49%
CHEMBL5805 Q9NR97 Toll-like receptor 8 82.09% 96.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.64% 91.11%
CHEMBL5203 P33316 dUTP pyrophosphatase 80.54% 99.18%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.21% 95.83%

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.
Anisotes sessiliflorus

Cross-Links

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PubChem 92447106
LOTUS LTS0043611
wikiData Q105283965