3-Fluoro-N-(3-hydroxy-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl)benzamide

ID: ALA4476571

PubChem CID: 155538418

Max Phase: Preclinical

Molecular Formula: C15H10FN3O4

Molecular Weight: 315.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2c(=O)n(O)c(=O)[nH]c2c1)c1cccc(F)c1

Standard InChI:  InChI=1S/C15H10FN3O4/c16-9-3-1-2-8(6-9)13(20)17-10-4-5-11-12(7-10)18-15(22)19(23)14(11)21/h1-7,23H,(H,17,20)(H,18,22)

Standard InChI Key:  WHGIDLLTXMFIHI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   43.3840   -3.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3829   -4.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0909   -4.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0891   -3.2478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7977   -3.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7966   -4.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5067   -4.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2225   -4.4803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.2237   -3.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5090   -3.2392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.9324   -3.2483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.9290   -4.8909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.5043   -5.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6762   -3.2483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.9686   -3.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2608   -3.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9688   -4.4742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2642   -2.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5573   -2.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8487   -2.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8515   -3.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5590   -3.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5574   -1.2053    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
  9 11  2  0
  8 12  1  0
  7 13  2  0
  1 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 19 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476571

   ---

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: 315.26

Molecular Weight (Monoisotopic): 315.0655

AlogP: 1.32

#Rotatable Bonds: 2

Polar Surface Area: 104.19

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.30

CX Basic pKa: ┄

CX LogP: 2.63

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -1.50

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