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

ID: ALA5287988

Max Phase: Preclinical

Molecular Formula: C23H14N4O7S

Molecular Weight: 490.45

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2cccc(OS(=O)(=O)c3ccc([N+](=O)[O-])cc3)c2)nc2c1c(=O)oc1ccccc12

Standard InChI:  InChI=1S/C23H14N4O7S/c24-21-19-20(17-6-1-2-7-18(17)33-23(19)28)25-22(26-21)13-4-3-5-15(12-13)34-35(31,32)16-10-8-14(9-11-16)27(29)30/h1-12H,(H2,24,25,26)

Standard InChI Key:  ITVBEYRJMYJUDW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.7801    0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7933    0.6220    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
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 17 22  1  0
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 27 26  1  0
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 29 28  1  0
 30 29  2  0
 25 30  1  0
 24 31  2  0
 24 32  2  0
 33 28  1  0
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 33 35  2  0
M  CHG  2  33   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5287988

   ---

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: 490.45

Molecular Weight (Monoisotopic): 490.0583

AlogP: 3.66

#Rotatable Bonds: 5

Polar Surface Area: 168.52

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.29

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 5

Heavy Atoms: 35

QED Weighted: 0.13

Np Likeness Score: -1.02

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