N-(4,4-difluorocyclohexyl)-2-[(5-fluoro-4-oxo-3H-quinazolin-2-yl)sulfanyl]acetamide

ID: ALA5279392

Max Phase: Preclinical

Molecular Formula: C16H16F3N3O2S

Molecular Weight: 371.38

Names and Identifiers

Canonical SMILES:  O=C(CSc1nc2cccc(F)c2c(=O)[nH]1)NC1CCC(F)(F)CC1

Standard InChI:  InChI=1S/C16H16F3N3O2S/c17-10-2-1-3-11-13(10)14(24)22-15(21-11)25-8-12(23)20-9-4-6-16(18,19)7-5-9/h1-3,9H,4-8H2,(H,20,23)(H,21,22,24)

Standard InChI Key:  LHVUYKSAYFRGBW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -4.3276    0.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6130    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012    0.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9012   -0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6112   -1.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3276   -0.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865    0.4266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4718    0.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4718   -0.8111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -1.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6112   -2.0480    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -2.0489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7572    0.4266    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0426    0.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6720    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    0.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6720    1.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1013    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1012    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305    1.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5305    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    0.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7440    2.0489    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3276    1.4653    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  5 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 18 23  1  0
 21 24  1  0
 21 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279392

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 371.38

Molecular Weight (Monoisotopic): 371.0915

AlogP: 2.85

#Rotatable Bonds: 4

Polar Surface Area: 74.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.57

CX Basic pKa: 2.70

CX LogP: 2.16

CX LogD: 2.14

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.64

Np Likeness Score: -1.82

References

1. Urban M, Šlachtová V, Brulíková L..  (2021)  Small organic molecules targeting the energy metabolism of Mycobacterium tuberculosis.,  212  [PMID:33422979] [10.1016/j.ejmech.2020.113139]

Source

Source(1):

• Scientific Literature