7-Fluoro-3-(4-methoxyphenyl)-2-(piperazin-1-yl)-quinazolin-4(3H)-one

ID: ALA4447050

PubChem CID: 155519224

Max Phase: Preclinical

Molecular Formula: C19H19FN4O2

Molecular Weight: 354.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2c(N3CCNCC3)nc3cc(F)ccc3c2=O)cc1

Standard InChI:  InChI=1S/C19H19FN4O2/c1-26-15-5-3-14(4-6-15)24-18(25)16-7-2-13(20)12-17(16)22-19(24)23-10-8-21-9-11-23/h2-7,12,21H,8-11H2,1H3

Standard InChI Key:  METRYZJNKKTWMC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   31.1096   -2.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1085   -3.8076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8165   -4.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8147   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5234   -2.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5268   -3.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2391   -4.2171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9527   -3.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9493   -2.9786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2324   -2.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2279   -1.7495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6547   -2.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3640   -2.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0699   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0678   -1.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3539   -1.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6508   -1.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6615   -4.2105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7763   -1.3338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4005   -4.2156    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.6606   -5.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3654   -5.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0744   -5.0319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0741   -4.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3649   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4863   -1.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 12  1  0
  8 18  1  0
 15 19  1  0
  2 20  1  0
 18 21  1  0
 18 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 19 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4447050

   ---

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: 354.39

Molecular Weight (Monoisotopic): 354.1492

AlogP: 1.94

#Rotatable Bonds: 3

Polar Surface Area: 59.39

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.82

CX LogP: 2.37

CX LogD: 0.93

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.78

Np Likeness Score: -1.36

References

1. Atobe M, Nagami T, Muramatsu S, Ohno T, Kitagawa M, Suzuki H, Ishiguro M, Watanabe A, Kawanishi M..  (2019)  Discovery of Novel Transient Receptor Potential Vanilloid 4 (TRPV4) Agonists as Regulators of Chondrogenic Differentiation: Identification of Quinazolin-4(3 H)-ones and in Vivo Studies on a Surgically Induced Rat Model of Osteoarthritis.,  62  (3): [PMID:30629441] [10.1021/acs.jmedchem.8b01615]

Source

Source(1):

• Scientific Literature