3-(4-fluorophenyl)-5-[(heptylamino)methylene]-6-hydroxy-pyrimidine-2,4-dione

ID: ALA4533486

PubChem CID: 3818248

Max Phase: Preclinical

Molecular Formula: C18H22FN3O3

Molecular Weight: 347.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCN/C=C1\C(=O)N(c2ccc(F)cc2)C(=O)N=C1O

Standard InChI:  InChI=1S/C18H22FN3O3/c1-2-3-4-5-6-11-20-12-15-16(23)21-18(25)22(17(15)24)14-9-7-13(19)8-10-14/h7-10,12,20H,2-6,11H2,1H3,(H,21,23,25)/b15-12-

Standard InChI Key:  USOMPPYQFBRRDB-QINSGFPZSA-N

Molfile:  

 
     RDKit          2D

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    3.4380  -10.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4380  -11.7255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1474  -12.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568  -11.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8568  -10.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1474  -10.4873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7277  -12.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150  -11.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042  -12.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050  -12.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0224  -13.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7302  -12.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5680  -12.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669  -12.9564    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5698  -10.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1474  -12.9512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250  -10.4935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984  -13.3721    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781  -13.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9864  -12.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6976  -13.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4101  -12.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1213  -13.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8337  -12.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5450  -13.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  2  7  1  0
  4 13  2  0
 13 14  1  0
  5 15  1  0
  3 16  2  0
  1 17  2  0
 10 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533486

   1-(4-Fluorophenyl)-5-(heptyliminomethyl)-6-hydroxypyrimidine-2,4-dione

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: 347.39

Molecular Weight (Monoisotopic): 347.1645

AlogP: 3.69

#Rotatable Bonds: 8

Polar Surface Area: 82.00

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.35

CX Basic pKa: 0.97

CX LogP: 3.43

CX LogD: 0.01

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.55

Np Likeness Score: -1.24

References

1. Kawaguchi M, Okabe T, Okudaira S, Hama K, Kano K, Nishimasu H, Nakagawa H, Ishitani R, Kojima H, Nureki O, Aoki J, Nagano T..  (2020)  Identification of Potent In Vivo Autotaxin Inhibitors that Bind to Both Hydrophobic Pockets and Channels in the Catalytic Domain.,  63  (6): [PMID:32134652] [10.1021/acs.jmedchem.9b01967]

Source

Source(1):

• Scientific Literature