3-Acetyl-4-morpholino-7-((4-(2-nitrophenyl)pyrimidin-2-yl)amino)-2H-chromen-2-one

ID: ALA4777619

PubChem CID: 155677664

Max Phase: Preclinical

Molecular Formula: C25H21N5O6

Molecular Weight: 487.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1c(N2CCOCC2)c2ccc(Nc3nccc(-c4ccccc4[N+](=O)[O-])n3)cc2oc1=O

Standard InChI:  InChI=1S/C25H21N5O6/c1-15(31)22-23(29-10-12-35-13-11-29)18-7-6-16(14-21(18)36-24(22)32)27-25-26-9-8-19(28-25)17-4-2-3-5-20(17)30(33)34/h2-9,14H,10-13H2,1H3,(H,26,27,28)

Standard InChI Key:  RVGBAWZNWQFUGI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.1510  -19.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8590  -20.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5687  -19.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5658  -19.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.9844  -22.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6902  -22.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5237  -21.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5187  -22.8055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   32.2794  -20.3557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9865  -19.9460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2807  -21.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  2  0
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 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
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 22 25  1  0
 21 26  2  0
 25 27  1  0
 25 28  2  0
 24 29  1  0
 24 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 34 35  2  0
 34 36  1  0
  4 34  1  0
M  CHG  2  34   1  36  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4777619

   ---

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: 487.47

Molecular Weight (Monoisotopic): 487.1492

AlogP: 3.94

#Rotatable Bonds: 6

Polar Surface Area: 140.70

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.57

CX Basic pKa: 0.95

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.18

Np Likeness Score: -1.14

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