2-(4-Ethylpiperazin-1-yl)-7-fluoro-3-(4-methoxyphenyl)-quinazolin-4(3H)-one

ID: ALA4465513

PubChem CID: 155531068

Max Phase: Preclinical

Molecular Formula: C21H23FN4O2

Molecular Weight: 382.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN1CCN(c2nc3cc(F)ccc3c(=O)n2-c2ccc(OC)cc2)CC1

Standard InChI:  InChI=1S/C21H23FN4O2/c1-3-24-10-12-25(13-11-24)21-23-19-14-15(22)4-9-18(19)20(27)26(21)16-5-7-17(28-2)8-6-16/h4-9,14H,3,10-13H2,1-2H3

Standard InChI Key:  LDVRRMDXKLICNV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.5130  -15.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2210  -15.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2192  -14.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9278  -14.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9312  -15.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6436  -15.8146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3572  -15.4013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3538  -14.5761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6368  -14.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6323  -13.3470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0592  -14.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7684  -14.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4744  -14.1637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4723  -13.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7583  -12.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0553  -13.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0660  -15.8080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1808  -12.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8049  -15.8132    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.0651  -16.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7699  -17.0365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4789  -16.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4786  -15.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7693  -15.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8908  -13.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1861  -17.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8943  -16.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 20  1  0
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 23 24  1  0
 24 25  1  0
 19 26  1  0
 23 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465513

   ---

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: 382.44

Molecular Weight (Monoisotopic): 382.1805

AlogP: 2.68

#Rotatable Bonds: 4

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: 7.58

CX LogP: 3.11

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.62

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