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952021-60-2 molecular structure
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(2R)-2-amino-2-cyclohexyl-N-[2-(1-methyl-1H-pyrazol-4-yl)-9-oxo-3,10,11-triazatricyclo[6.4.1.04,13]trideca-1,4(13),5,7,11-pentaen-6-yl]acetamide

ChemBase ID: 155048
Molecular Formular: C22H25N7O2
Molecular Mass: 419.4796
Monoisotopic Mass: 419.20697308
SMILES and InChIs

SMILES:
Cn1cc(cn1)c1c2c3c(cc(cc3[nH]1)NC(=O)[C@@H](C1CCCCC1)N)c(=O)[nH]nc2
Canonical SMILES:
Cn1ncc(c1)c1[nH]c2c3c1cn[nH]c(=O)c3cc(c2)NC(=O)[C@@H](C1CCCCC1)N
InChI:
InChI=1S/C22H25N7O2/c1-29-11-13(9-25-29)20-16-10-24-28-21(30)15-7-14(8-17(27-20)18(15)16)26-22(31)19(23)12-5-3-2-4-6-12/h7-12,19,27H,2-6,23H2,1H3,(H,26,31)(H,28,30)/t19-/m1/s1
InChIKey:
NDEXUOWTGYUVGA-LJQANCHMSA-N

Cite this record

CBID:155048 http://www.chembase.cn/molecule-155048.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-2-amino-2-cyclohexyl-N-[2-(1-methyl-1H-pyrazol-4-yl)-9-oxo-3,10,11-triazatricyclo[6.4.1.04,13]trideca-1,4(13),5,7,11-pentaen-6-yl]acetamide
IUPAC Traditional name
(2R)-2-amino-2-cyclohexyl-N-[2-(1-methylpyrazol-4-yl)-9-oxo-3,10,11-triazatricyclo[6.4.1.04,13]trideca-1,4(13),5,7,11-pentaen-6-yl]acetamide
Synonyms
(2R)-2-Amino-2-cyclohexyl-N-[2-(1-methyl-1H-pyrazol-4-yl)-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl]-acetamide
PF-00477736
PF-477736
(10R)-9,10,11,12-Tetrahydro-10-methyl-3-(6-methyl-3-pyridinyl)-8H-[1,4]diazepino[5',6':4,5]thieno[3,2-f]quinolin-8-one
PF-3644022
(αR)-α-Amino-N-[5,6-dihydro-2-(1-methyl-1H-pyrazol-4-yl)-6-oxo-1H-pyrrolo[4,3,2-ef][2,3]benzodiazepin-8-yl]cyclohexaneacetamide
PF 477736
CAS Number
952021-60-2
1276121-88-0
MDL Number
MFCD16038847
PubChem SID
162249186
PubChem CID
16750408

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 16750408 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.40662  H Acceptors
H Donor LogD (pH = 5.5) -0.90019315 
LogD (pH = 7.4) 0.7424277  Log P 1.7235576 
Molar Refractivity 130.8941 cm3 Polarizability 46.442245 Å3
Polar Surface Area 130.19 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: ≥20 mg/mL expand Show data source
Apperance
yellow powder expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C22H25N7O2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - PZ0186 external link
Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
PF-00477736 is a potent, selective ATP-competitive small-molecule inhibitor that inhibits Chk1 with a Ki of 0.49 nM. The compound abrogates cell cycle arrest induced by DNA damage and enhances cytotoxicity of clinically important chemotherapeutic agents, including gemcitabine and carboplatin.
Toronto Research Chemicals - P293825 external link
PF-3644022 is a potent freely reversible ATP-competitive compound that inhibits MK2 activity (Ki = 3 nM) with good selectivity when profiled against 200 human kinases. PF-3644022 is a benzothiophene inhibitor of mitogen-activated protein kinase-activated
Toronto Research Chemicals - P293850 external link
P293850 is a selective checkpoint kinase 1 (Chk1) inhibitor (Ki values are 0.49 and 47 nM for Chk1 and Chk2 respectively). Abrogates cell cycle arrest at S and G2-M checkpoints; sensitizes cells to DNA damage.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Hegen, M., et al.: J. Immunol., 177, 1913 (2006)
  • • Anderson, D., et al.: J. Med. Chem., 50, 2647 (2006)
  • • Goldberg, D., et al.: Bioorg. Med. Chem. Lett., 18, 938 (2006)
  • • Burnette, B., et al.: Pharmacology, 84, 42 (2006)
  • • Mourey, et al.: J. Pharmacol. Exp. T
  • • Ashwell, et al.: Clin. Cancer Res., 14, 4032 (2008)
  • • Blasina, et al.: Mol. Cancer Ther., 7 2394 (2008)
  • • Zhang, et al.: Clin. Cancer Res., 15 4630 (2008)
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PATENTS

PATENTS

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INTERNET

INTERNET

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