7-Fluoro-3-(4-(trifluoromethoxy)-phenyl)-2-(3,3,4-trimethylpiperazin-1-yl)-quinazolin-4(3H)-one

ID: ALA4552995

PubChem CID: 155556366

Max Phase: Preclinical

Molecular Formula: C22H22F4N4O

Molecular Weight: 434.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc3cc(F)ccc3c(=O)n2-c2ccc(C(F)(F)F)cc2)CC1(C)C

Standard InChI:  InChI=1S/C22H22F4N4O/c1-21(2)13-29(11-10-28(21)3)20-27-18-12-15(23)6-9-17(18)19(31)30(20)16-7-4-14(5-8-16)22(24,25)26/h4-9,12H,10-11,13H2,1-3H3

Standard InChI Key:  XGLOHHQCCZLVKP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.2630   -4.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8585   -4.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6755   -4.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8962   -3.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8950   -4.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6031   -4.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6013   -3.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3099   -3.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3133   -4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0257   -4.8857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7392   -4.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7358   -3.6472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0189   -3.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0144   -2.4181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4412   -3.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1505   -3.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8565   -3.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8544   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1404   -2.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4374   -2.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4480   -4.8791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1870   -4.8843    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.4472   -5.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1519   -6.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8609   -5.7005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1514   -4.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5682   -6.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5594   -2.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2017   -1.6307    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.3590   -2.3053    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.6920   -1.1617    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 11 21  1  0
  5 22  1  0
 21 23  1  0
 21 26  1  0
 23 24  1  0
 24 25  1  0
 25  2  1  0
 25 27  1  0
 26  2  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 18 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552995

   ---

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: 434.44

Molecular Weight (Monoisotopic): 434.1730

AlogP: 4.07

#Rotatable Bonds: 2

Polar Surface Area: 41.37

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.86

CX LogP: 4.48

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.21

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