7-Fluoro-2-(4-methyl-4,7-diazaspiro[2.5]octan-7-yl)-3-(4-(trifluoromethoxy)-phenyl)-quinazolin-4(3H)-one

ID: ALA4534189

PubChem CID: 155547018

Max Phase: Preclinical

Molecular Formula: C22H20F4N4O

Molecular Weight: 432.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc3cc(F)ccc3c(=O)n2-c2ccc(C(F)(F)F)cc2)CC12CC2

Standard InChI:  InChI=1S/C22H20F4N4O/c1-28-10-11-29(13-21(28)8-9-21)20-27-18-12-15(23)4-7-17(18)19(31)30(20)16-5-2-14(3-6-16)22(24,25)26/h2-7,12H,8-11,13H2,1H3

Standard InChI Key:  HJSNEPVIGDFNDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.6109  -11.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6485  -10.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6474  -11.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3554  -11.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3537   -9.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0623  -10.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0657  -11.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7780  -11.5099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4916  -11.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4882  -10.2714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7713   -9.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7668   -9.0423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1936   -9.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9029  -10.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6088   -9.8590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6067   -9.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9394  -11.5085    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.1995  -12.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9043  -12.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6133  -12.3247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9038  -11.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3206  -12.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3118   -8.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9541   -8.2549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.1114   -8.9295    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.4443   -7.7859    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  5 22  1  0
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 28 29  1  0
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 28 31  1  0
 18 28  1  0
  1  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534189

   ---

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: 432.42

Molecular Weight (Monoisotopic): 432.1573

AlogP: 3.83

#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: 8.15

CX LogP: 4.18

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -1.24

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