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

ID: ALA4449850

PubChem CID: 155520969

Max Phase: Preclinical

Molecular Formula: C20H21FN4O2

Molecular Weight: 368.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2c(N3CCN(C)CC3)nc3cc(F)ccc3c2=O)cc1

Standard InChI:  InChI=1S/C20H21FN4O2/c1-23-9-11-24(12-10-23)20-22-18-13-14(21)3-8-17(18)19(26)25(20)15-4-6-16(27-2)7-5-15/h3-8,13H,9-12H2,1-2H3

Standard InChI Key:  YKXWTUJCWBZVDN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.5749   -9.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2829  -10.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2811   -8.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9897   -8.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9931   -9.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7055  -10.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4191   -9.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4157   -8.9136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6987   -8.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6942   -7.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1211   -8.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8303   -8.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5363   -8.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5342   -7.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8203   -7.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1172   -7.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1279  -10.1454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2427   -7.2687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8668  -10.1506    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.1270  -10.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8318  -11.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5408  -10.9669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5405  -10.1487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8312   -9.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9527   -7.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2480  -11.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  2 20  1  0
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 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4449850

   ---

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: 368.41

Molecular Weight (Monoisotopic): 368.1649

AlogP: 2.29

#Rotatable Bonds: 3

Polar Surface Area: 50.60

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.32

CX LogP: 2.75

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.47

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