3-((1-(2-amino-4-bromobenzoyl)-4-hydroxypiperidin-4-yl)methyl)-7-chloroquinazolin-4(3H)-one

ID: ALA4869195

PubChem CID: 164618509

Max Phase: Preclinical

Molecular Formula: C21H20BrClN4O3

Molecular Weight: 491.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1cc(Br)ccc1C(=O)N1CCC(O)(Cn2cnc3cc(Cl)ccc3c2=O)CC1

Standard InChI:  InChI=1S/C21H20BrClN4O3/c22-13-1-3-15(17(24)9-13)19(28)26-7-5-21(30,6-8-26)11-27-12-25-18-10-14(23)2-4-16(18)20(27)29/h1-4,9-10,12,30H,5-8,11,24H2

Standard InChI Key:  YQBUPRUZTCIPJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    0.3060  -26.2856    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0121  -25.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7198  -26.2837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7086  -24.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0059  -25.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4229  -25.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224  -25.8691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1234  -26.2743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292  -25.8699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296  -25.0558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1242  -24.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235  -23.8289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5380  -24.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451  -25.0579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2380  -25.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411  -26.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6518  -25.8799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6550  -25.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9475  -24.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4521  -24.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3573  -26.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530  -27.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0672  -25.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7697  -26.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4790  -25.9001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4838  -25.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7733  -24.6698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0669  -25.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3594  -24.6673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1932  -24.6762    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  7  1  0
  6  4  1  0
  4  5  2  0
  5  2  1  0
  6  7  2  0
  6 11  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 20  1  0
 17 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 28 29  1  0
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869195

   ---

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: 491.77

Molecular Weight (Monoisotopic): 490.0407

AlogP: 3.06

#Rotatable Bonds: 3

Polar Surface Area: 101.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.58

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.10

References

1. Li P, Liu Y, Yang H, Liu HM..  (2021)  Design, synthesis, biological evaluation and structure-activity relationship study of quinazolin-4(3H)-one derivatives as novel USP7 inhibitors.,  216  [PMID:33684824] [10.1016/j.ejmech.2021.113291]

Source

Source(1):

• Scientific Literature