2-((4-((6-(5-Fluoro-6-methoxypyridin-3-yl)-4-methylquinazolin-8-yl)oxy)butyl)amino)-N-hydroxypyrimidine-5-carboxamide

ID: ALA4474627

PubChem CID: 155537184

Max Phase: Preclinical

Molecular Formula: C24H24FN7O4

Molecular Weight: 493.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncc(-c2cc(OCCCCNc3ncc(C(=O)NO)cn3)c3ncnc(C)c3c2)cc1F

Standard InChI:  InChI=1S/C24H24FN7O4/c1-14-18-7-15(16-8-19(25)23(35-2)27-10-16)9-20(21(18)31-13-30-14)36-6-4-3-5-26-24-28-11-17(12-29-24)22(33)32-34/h7-13,34H,3-6H2,1-2H3,(H,32,33)(H,26,28,29)

Standard InChI Key:  UIKJHSLORQNEGS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   13.3543   -4.1313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3531   -4.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0612   -5.3598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0594   -3.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7680   -4.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7688   -4.9467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4773   -5.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1856   -4.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1808   -4.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4717   -3.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8831   -3.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5936   -4.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2983   -3.7035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2937   -2.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5786   -2.4813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8768   -2.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4790   -6.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9984   -2.4716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1876   -6.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0570   -2.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8944   -6.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6030   -6.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3098   -6.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9923   -1.6544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0184   -6.5722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7253   -6.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4326   -6.5732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1389   -6.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1377   -5.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4241   -4.9388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7207   -5.3505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8440   -4.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5531   -5.3409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2594   -4.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8412   -4.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0083   -4.1081    0.0000 F   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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
  7 17  1  0
 14 18  1  0
 17 19  1  0
  4 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 18 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 32 35  2  0
 13 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474627

   ---

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: 493.50

Molecular Weight (Monoisotopic): 493.1874

AlogP: 3.33

#Rotatable Bonds: 10

Polar Surface Area: 144.27

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.72

CX Basic pKa: 3.09

CX LogP: 1.86

CX LogD: 1.84

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.17

Np Likeness Score: -1.13

References

1. Zhang K, Lai F, Lin S, Ji M, Zhang J, Zhang Y, Jin J, Fu R, Wu D, Tian H, Xue N, Sheng L, Zou X, Li Y, Chen X, Xu H..  (2019)  Design, Synthesis, and Biological Evaluation of 4-Methyl Quinazoline Derivatives as Anticancer Agents Simultaneously Targeting Phosphoinositide 3-Kinases and Histone Deacetylases.,  62  (15): [PMID:31117517] [10.1021/acs.jmedchem.9b00390]

Source

Source(1):

• Scientific Literature