4-(Tert-butyl)-N-(3-hydroxy-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl)benzenesulfonamide

ID: ALA4557712

PubChem CID: 155554587

Max Phase: Preclinical

Molecular Formula: C18H19N3O5S

Molecular Weight: 389.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(S(=O)(=O)Nc2ccc3c(=O)n(O)c(=O)[nH]c3c2)cc1

Standard InChI:  InChI=1S/C18H19N3O5S/c1-18(2,3)11-4-7-13(8-5-11)27(25,26)20-12-6-9-14-15(10-12)19-17(23)21(24)16(14)22/h4-10,20,24H,1-3H3,(H,19,23)

Standard InChI Key:  DBXDJBNZIHUPGX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   41.5571  -12.3817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1526  -11.6759    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.7436  -12.3791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5709  -11.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5698  -12.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2778  -12.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2761  -11.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9847  -11.6723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9835  -12.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6936  -12.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4094  -12.4995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.4106  -11.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6960  -11.2584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.1193  -11.2675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.1160  -12.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6913  -13.7260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.8631  -11.2675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4477  -11.2678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4512  -10.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7442  -10.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0356  -10.4505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0384  -11.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7460  -11.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3273  -10.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3260   -9.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6202  -10.4527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6156   -9.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 11 15  1  0
 10 16  2  0
  4 17  1  0
 17  2  1  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557712

   ---

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: 389.43

Molecular Weight (Monoisotopic): 389.1045

AlogP: 2.03

#Rotatable Bonds: 3

Polar Surface Area: 121.26

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.31

CX Basic pKa: ┄

CX LogP: 3.43

CX LogD: 1.35

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -1.28

References

1. Gao P, Cheng X, Sun L, Song S, Álvarez M, Luczkowiak J, Pannecouque C, De Clercq E, Menéndez-Arias L, Zhan P, Liu X..  (2019)  Design, synthesis and biological evaluation of 3-hydroxyquinazoline-2,4(1H,3H)-diones as dual inhibitors of HIV-1 reverse transcriptase-associated RNase H and integrase.,  27  (17): [PMID:31324562] [10.1016/j.bmc.2019.07.011]

Source

Source(1):

• Scientific Literature