N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide

Details

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Internal ID 247025d6-ee81-4447-b79a-f5b7ebaf32cc
Taxonomy Hydrocarbon derivatives > Tropones
IUPAC Name N-(1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
SMILES (Canonical) CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
SMILES (Isomeric) CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
InChI InChI=1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)
InChI Key IAKHMKGGTNLKSZ-UHFFFAOYSA-N
Popularity 81 references in papers

Physical and Chemical Properties

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Molecular Formula C22H25NO6
Molecular Weight 399.40 g/mol
Exact Mass 399.16818752 g/mol
Topological Polar Surface Area (TPSA) 83.10 Ų
XlogP 1.00

Synonyms

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Colchine
209810-38-8
(+/-)-Colchicine
54192-66-4
N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
(+-)-COLCHICINE
CHEBI:23359
N-(1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl)acetamide
Acetamide,N-[(7S)-5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]-
(S)-Colchicine >95%
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1293278 O75496 Geminin 39.8 nM
Potency
via Super-PRED
CHEMBL1293299 Q03164 Histone-lysine N-methyltransferase MLL 3162.3 nM
Potency
via CMAUP
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 199.5 nM
Potency
via Super-PRED
CHEMBL1741165 O75030 Microphthalmia-associated transcription factor 56 nM
56 nM
56 nM
AC50
AC50
AC50
via CMAUP
via CMAUP
via CMAUP
CHEMBL2362980 Q06710 Paired box protein Pax-8 < 260 nM
AC50
via CMAUP
CHEMBL1293235 P02545 Prelamin-A/C 79.4 nM
8.9 nM
Potency
Potency
via Super-PRED
via Super-PRED
CHEMBL1293256 P40225 Thrombopoietin 501.2 nM
Potency
via Super-PRED
CHEMBL1963 P16473 Thyroid stimulating hormone receptor 125.9 nM
Potency
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.27% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.17% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.67% 98.95%
CHEMBL2535 P11166 Glucose transporter 91.74% 98.75%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.37% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.91% 99.17%
CHEMBL217 P14416 Dopamine D2 receptor 88.81% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 87.98% 91.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.91% 93.03%
CHEMBL1075317 P61964 WD repeat-containing protein 5 87.34% 96.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.97% 95.89%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.16% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 85.47% 91.19%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.09% 96.38%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.63% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.19% 95.89%
CHEMBL4208 P20618 Proteasome component C5 83.50% 90.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.75% 92.62%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.48% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.35% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.01% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.84% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 80.67% 91.49%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.39% 97.14%

Cross-Links

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PubChem 2833
NPASS NPC14005
ChEMBL CHEMBL87
LOTUS LTS0129921
wikiData Q26998324