4-((2,4-Dioxo-3-phenethyl-7-(trifluoromethyl)-3,4-dihydroquinazolin-1(2H)-yl)methyl)-N-hydroxybenzamide

ID: ALA4513424

PubChem CID: 150916115

Max Phase: Preclinical

Molecular Formula: C25H20F3N3O4

Molecular Weight: 483.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(Cn2c(=O)n(CCc3ccccc3)c(=O)c3ccc(C(F)(F)F)cc32)cc1

Standard InChI:  InChI=1S/C25H20F3N3O4/c26-25(27,28)19-10-11-20-21(14-19)31(15-17-6-8-18(9-7-17)22(32)29-35)24(34)30(23(20)33)13-12-16-4-2-1-3-5-16/h1-11,14,35H,12-13,15H2,(H,29,32)

Standard InChI Key:  LDANZSVZHVZFQZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   24.0314   -3.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0303   -3.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7383   -4.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7365   -2.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4452   -3.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4440   -3.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1502   -4.2802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8621   -3.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8632   -3.0525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1525   -2.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1525   -1.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5686   -4.2837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5719   -2.6456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2787   -3.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9873   -2.6491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6897   -3.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3979   -2.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4003   -1.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6886   -1.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9833   -1.8362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1479   -5.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8545   -5.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8508   -6.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5566   -6.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2664   -6.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2661   -5.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5597   -5.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9767   -6.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9755   -7.5544    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6850   -6.3297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6826   -7.9641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3225   -4.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6782   -4.6572    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.5245   -3.9818    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.1855   -5.1288    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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  2  0
  9 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 28 29  1  0
 28 30  2  0
 25 28  1  0
 29 31  1  0
 32 33  1  0
 32 34  1  0
 32 35  1  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513424

   ---

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: 483.45

Molecular Weight (Monoisotopic): 483.1406

AlogP: 3.59

#Rotatable Bonds: 6

Polar Surface Area: 93.33

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.29

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.32

Np Likeness Score: -1.22

References

1. Yu CW, Hung PY, Yang HT, Ho YH, Lai HY, Cheng YS, Chern JW..  (2019)  Quinazolin-2,4-dione-Based Hydroxamic Acids as Selective Histone Deacetylase-6 Inhibitors for Treatment of Non-Small Cell Lung Cancer.,  62  (2): [PMID:30525585] [10.1021/acs.jmedchem.8b01590]

Source

Source(1):

• Scientific Literature