4-(7-chloro-4-(4-methylpiperazin-1-yl)quinazolin-2-yl)-N-hydroxybenzamide

ID: ALA4873811

PubChem CID: 163322242

Max Phase: Preclinical

Molecular Formula: C20H20ClN5O2

Molecular Weight: 397.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(c2nc(-c3ccc(C(=O)NO)cc3)nc3cc(Cl)ccc23)CC1

Standard InChI:  InChI=1S/C20H20ClN5O2/c1-25-8-10-26(11-9-25)19-16-7-6-15(21)12-17(16)22-18(23-19)13-2-4-14(5-3-13)20(27)24-28/h2-7,12,28H,8-11H2,1H3,(H,24,27)

Standard InChI Key:  DYZSQWJEPPEPAQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    0.6507  -13.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6495  -14.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576  -14.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3558  -13.1656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0644  -13.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652  -14.3898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7737  -14.7969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4820  -14.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772  -13.5639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681  -13.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1913  -14.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1896  -15.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8980  -16.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6051  -15.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5993  -14.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8903  -14.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3149  -16.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3192  -16.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0205  -15.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7303  -15.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7638  -12.3434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4737  -11.9342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4713  -11.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7633  -10.7119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0559  -11.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0566  -11.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7620   -9.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0585  -14.8020    0.0000 Cl  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
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 10 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873811

   ---

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: 397.87

Molecular Weight (Monoisotopic): 397.1306

AlogP: 2.82

#Rotatable Bonds: 3

Polar Surface Area: 81.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.00

CX Basic pKa: 7.78

CX LogP: 3.40

CX LogD: 3.10

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.52

Np Likeness Score: -1.59

References

1. Yao D, Jiang J, Zhang H, Huang Y, Huang J, Wang J..  (2021)  Design, synthesis and biological evaluation of dual mTOR/HDAC6 inhibitors in MDA-MB-231 cells.,  47  [PMID:34139324] [10.1016/j.bmcl.2021.128204]

Source

Source(1):

• Scientific Literature