Ethyl 4-(8-Bromo-2-(4-methylpiperazin-1-yl)-4-oxoquinazolin-3(4H)-yl)-benzoate

ID: ALA4544755

PubChem CID: 155553055

Max Phase: Preclinical

Molecular Formula: C22H23BrN4O3

Molecular Weight: 471.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(-n2c(N3CCN(C)CC3)nc3c(Br)cccc3c2=O)cc1

Standard InChI:  InChI=1S/C22H23BrN4O3/c1-3-30-21(29)15-7-9-16(10-8-15)27-20(28)17-5-4-6-18(23)19(17)24-22(27)26-13-11-25(2)12-14-26/h4-10H,3,11-14H2,1-2H3

Standard InChI Key:  WGJUKKHMEJMGDJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.0996  -22.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0985  -22.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8065  -23.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8047  -21.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5133  -22.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5167  -23.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2291  -23.4087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9427  -22.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9393  -22.1702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2223  -21.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2178  -20.9411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6447  -21.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3539  -22.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0599  -21.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0578  -20.9397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3439  -20.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6408  -20.9460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6515  -23.4021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6506  -24.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3554  -24.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0644  -24.2190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0641  -23.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3548  -22.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7716  -24.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8051  -24.2254    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   17.7663  -20.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4758  -20.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7627  -19.7082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1817  -20.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8912  -20.9246    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
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
  3 25  1  0
 26 27  1  0
 26 28  2  0
 15 26  1  0
 27 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4544755

   ---

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: 471.36

Molecular Weight (Monoisotopic): 470.0954

AlogP: 3.08

#Rotatable Bonds: 4

Polar Surface Area: 67.67

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.28

CX LogP: 3.89

CX LogD: 3.65

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.22

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