2-(2,4-dioxo-1-phenyl-pyrimidin-5-yl)-4,5,6,7-tetrafluoro-isoindoline-1,3-dione

ID: ALA4647682

PubChem CID: 156020000

Max Phase: Preclinical

Molecular Formula: C18H7F4N3O4

Molecular Weight: 405.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2c(F)c(F)c(F)c(F)c2C(=O)N1c1cn(-c2ccccc2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C18H7F4N3O4/c19-11-9-10(12(20)14(22)13(11)21)17(28)25(16(9)27)8-6-24(18(29)23-15(8)26)7-4-2-1-3-5-7/h1-6H,(H,23,26,29)

Standard InChI Key:  VKGQLXSGSOZFLF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.4111  -11.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1244  -11.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339  -11.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8339  -12.6651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229  -13.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111  -12.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935  -13.0811    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1229  -13.9002    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6183  -12.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1034  -12.2503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184  -11.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320  -10.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9290  -12.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3398  -11.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653  -11.5369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802  -12.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653  -12.9638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3398  -12.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9290  -13.6813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4059  -12.2503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802  -10.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1656  -10.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5796   -9.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4056   -9.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8153  -10.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4068  -10.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320  -13.7151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1244  -10.6000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6935  -11.4252    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  5  8  1  0
  4  9  1  0
 10  9  1  0
 11 10  1  0
  3 11  1  0
 11 12  2  0
 13 10  1  0
 13 14  2  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 13 18  1  0
 18 19  2  0
 16 20  2  0
 21 15  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 21 26  1  0
  9 27  2  0
  2 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647682

   ---

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: 405.26

Molecular Weight (Monoisotopic): 405.0373

AlogP: 1.88

#Rotatable Bonds: 2

Polar Surface Area: 92.24

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.43

CX Basic pKa: ┄

CX LogP: 2.26

CX LogD: 2.22

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: -0.82

References

1. Bera S, Mondal D..  (2019)  Insights of synthetic analogues of anti-leprosy agents.,  27  (13): [PMID:31103404] [10.1016/j.bmc.2019.04.032]

Source

Source(1):

• Scientific Literature