3-Acetyl-7-((4-(2-fluoro-6-methoxyphenyl)pyrimidin-2-yl)amino)-4-morpholino-2H-chromen-2-one

ID: ALA4778633

PubChem CID: 155677575

Max Phase: Preclinical

Molecular Formula: C26H23FN4O5

Molecular Weight: 490.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(F)c1-c1ccnc(Nc2ccc3c(N4CCOCC4)c(C(C)=O)c(=O)oc3c2)n1

Standard InChI:  InChI=1S/C26H23FN4O5/c1-15(32)22-24(31-10-12-35-13-11-31)17-7-6-16(14-21(17)36-25(22)33)29-26-28-9-8-19(30-26)23-18(27)4-3-5-20(23)34-2/h3-9,14H,10-13H2,1-2H3,(H,28,29,30)

Standard InChI Key:  RXLKGKJSOZFSEN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.4930   -8.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2010   -8.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9107   -8.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9079   -7.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1992   -7.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2008   -9.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4933  -10.0867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4927  -10.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2009  -11.3127    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6201  -11.3061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3264  -10.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0322  -11.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.4459   -8.8453    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8657   -9.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8607  -11.3111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5720  -10.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8686   -8.8543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1602   -8.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1630   -7.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4576   -7.2117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7476   -7.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7431   -8.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6230   -8.8620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3291   -8.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7815   -8.8612    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 21 26  2  0
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 24 29  1  0
 24 33  1  0
 29 30  1  0
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 31 32  1  0
 32 33  1  0
  4 34  1  0
 34 35  1  0
  2 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4778633

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 490.49

Molecular Weight (Monoisotopic): 490.1652

AlogP: 4.18

#Rotatable Bonds: 6

Polar Surface Area: 106.79

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.56

CX Basic pKa: 0.90

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.31

Np Likeness Score: -1.04

References

1. Xu J,Li H,Wang X,Huang J,Li S,Liu C,Dong R,Zhu G,Duan C,Jiang F,Zhang Y,Zhu Y,Zhang T,Chen Y,Tang W,Lu T.  (2020)  Discovery of coumarin derivatives as potent and selective cyclin-dependent kinase 9 (CDK9) inhibitors with high antitumour activity.,  200  [PMID:32447197] [10.1016/j.ejmech.2020.112424]

Source

Source(1):

• Scientific Literature