3-(4-Amino-5-oxo-5H-chromeno[4,3-d]pyrimidin-2-yl)phenyl benzenesulfonate

ID: ALA5288791

Max Phase: Preclinical

Molecular Formula: C23H15N3O5S

Molecular Weight: 445.46

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2cccc(OS(=O)(=O)c3ccccc3)c2)nc2c1c(=O)oc1ccccc12

Standard InChI:  InChI=1S/C23H15N3O5S/c24-21-19-20(17-11-4-5-12-18(17)30-23(19)27)25-22(26-21)14-7-6-8-15(13-14)31-32(28,29)16-9-2-1-3-10-16/h1-13H,(H2,24,25,26)

Standard InChI Key:  NSVGYOZUXAGLPI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   -2.4920    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7774    0.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0653    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0653   -0.6177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -1.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4920   -0.6213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9253   -0.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9271    0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2126    0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2179    1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9394    1.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494    1.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6442    0.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2075   -1.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756   -1.8547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3509    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3506    1.4452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622    1.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0770    1.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0786    0.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3668    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7932    0.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5078    0.6221    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225    0.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9211    1.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0961    1.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373    0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6494    0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6494   -0.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9391   -1.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2225   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  1  6  2  0
  6  7  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
  1 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  9 14  1  0
  7 15  2  0
  5 16  1  0
 17  3  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 24 27  2  0
 28 25  2  0
 29 28  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 25 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288791

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 445.46

Molecular Weight (Monoisotopic): 445.0732

AlogP: 3.75

#Rotatable Bonds: 4

Polar Surface Area: 125.38

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.29

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -0.79

References

1. Lv N, Sun M, Liu C, Li J..  (2017)  Design and synthesis of 2-phenylpyrimidine coumarin derivatives as anticancer agents.,  27  (19): [PMID:28888820] [10.1016/j.bmcl.2017.08.044]

Source

Source(1):

• Scientific Literature