4-Oxo-3-phenyl-2-thioxo-1,2,3,4-tetrahydropyrido[2,3-d]pyrimidine

ID: ALA1927732

Cas Number: 14133-23-4

PubChem CID: 13194096

Max Phase: Preclinical

Molecular Formula: C13H9N3OS

Molecular Weight: 255.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2cccnc2[nH]c(=S)n1-c1ccccc1

Standard InChI:  InChI=1S/C13H9N3OS/c17-12-10-7-4-8-14-11(10)15-13(18)16(12)9-5-2-1-3-6-9/h1-8H,(H,14,15,18)

Standard InChI Key:  ZWIFJDMIIROEBY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   25.0388  -10.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0376  -11.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7522  -12.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7504  -10.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4655  -10.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4689  -11.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1878  -12.0318    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9079  -11.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9045  -10.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1810  -10.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6232  -12.0252    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.1764   -9.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6174  -10.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3321  -10.7797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0445  -10.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0424   -9.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3220   -9.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6124   -9.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  5  6  1  0
  8 11  2  0
 10 12  2  0
  2  3  1  0
  9 13  1  0
  3  6  2  0
 13 14  2  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 15 16  2  0
  4  1  1  0
 16 17  1  0
  5 10  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1927732

   2-mercapto-3-phenylpyrido[2,3-d]pyrimidin-4(3H)-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 255.30

Molecular Weight (Monoisotopic): 255.0466

AlogP: 2.44

#Rotatable Bonds: 1

Polar Surface Area: 50.68

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.27

CX Basic pKa: 1.51

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -1.39

References

1. Redondo M, Zarruk JG, Ceballos P, Pérez DI, Pérez C, Perez-Castillo A, Moro MA, Brea J, Val C, Cadavid MI, Loza MI, Campillo NE, Martínez A, Gil C..  (2012)  Neuroprotective efficacy of quinazoline type phosphodiesterase 7 inhibitors in cellular cultures and experimental stroke model.,  47  [PMID:22100138] [10.1016/j.ejmech.2011.10.040]

2. Hajdú I, Kardos J, Major B, Fabó G, Lőrincz Z, Cseh S, Dormán G..  (2018)  Inhibition of the LOX enzyme family members with old and new ligands. Selectivity analysis revisited.,  28  (18): [PMID:30098867] [10.1016/j.bmcl.2018.07.001]

Source

Source(1):

• Scientific Literature