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

ID: ALA5272170

Max Phase: Preclinical

Molecular Formula: C21H13N3O5S2

Molecular Weight: 451.49

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2cccc(OS(=O)(=O)c3cccs3)c2)nc2c1c(=O)oc1ccccc12

Standard InChI:  InChI=1S/C21H13N3O5S2/c22-19-17-18(14-7-1-2-8-15(14)28-21(17)25)23-20(24-19)12-5-3-6-13(11-12)29-31(26,27)16-9-4-10-30-16/h1-11H,(H2,22,23,24)

Standard InChI Key:  FFWMEQBIYVETAG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.1467   -1.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8540    0.2095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5686    0.6221    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2833    0.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9820    1.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1568    1.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367    0.5450    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886   -0.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1762   -0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695   -0.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5272170

   ---

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: 451.49

Molecular Weight (Monoisotopic): 451.0297

AlogP: 3.81

#Rotatable Bonds: 4

Polar Surface Area: 125.38

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.29

CX LogP: 4.85

CX LogD: 4.85

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: -1.23

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