4-(5,7-dimethoxy-4-morpholinoquinazolin-2-yl)-N-hydroxybenzamide

ID: ALA4873932

PubChem CID: 164626283

Max Phase: Preclinical

Molecular Formula: C21H22N4O5

Molecular Weight: 410.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(N3CCOCC3)nc(-c3ccc(C(=O)NO)cc3)nc2c1

Standard InChI:  InChI=1S/C21H22N4O5/c1-28-15-11-16-18(17(12-15)29-2)20(25-7-9-30-10-8-25)23-19(22-16)13-3-5-14(6-4-13)21(26)24-27/h3-6,11-12,27H,7-10H2,1-2H3,(H,24,26)

Standard InChI Key:  DCSQFOSWPCQGPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.2397  -21.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9478  -21.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9460  -19.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546  -20.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6554  -21.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3639  -21.5243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0722  -21.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0674  -20.2913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3583  -19.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.7797  -22.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4882  -22.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953  -22.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1895  -21.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4805  -21.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9051  -22.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9094  -23.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3205  -22.7254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3540  -19.0708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0639  -18.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0615  -17.8480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3535  -17.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6461  -17.8504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9436  -19.0758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6500  -18.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2346  -18.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5317  -21.5294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1757  -21.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  6  2  0
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  4  1  1  0
  5  6  1  0
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  7  8  2  0
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  9 10  2  0
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  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 27  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
  4 26  1  0
 26 28  1  0
  2 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873932

   ---

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: 410.43

Molecular Weight (Monoisotopic): 410.1590

AlogP: 2.27

#Rotatable Bonds: 5

Polar Surface Area: 106.04

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.97

CX Basic pKa: 5.90

CX LogP: 2.58

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.13

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