2-(2-fluorobenzylamino)-4-methyl-N-(thiophen-2-ylmethyl)pyrimidine-5-carboxamide

ID: ALA5273645

Max Phase: Preclinical

Molecular Formula: C18H17FN4OS

Molecular Weight: 356.43

Names and Identifiers

Canonical SMILES:  Cc1nc(NCc2ccccc2F)ncc1C(=O)NCc1cccs1

Standard InChI:  InChI=1S/C18H17FN4OS/c1-12-15(17(24)20-10-14-6-4-8-25-14)11-22-18(23-12)21-9-13-5-2-3-7-16(13)19/h2-8,11H,9-10H2,1H3,(H,20,24)(H,21,22,23)

Standard InChI Key:  HRHCSXIKJGXOBL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.0294   -0.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5815   -0.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1689    0.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3621    0.2019    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5611   -1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -1.8564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8464   -0.6183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1317   -1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101   -0.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2935   -1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169   -0.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952    0.6191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4169    0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0101    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7249    0.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4396    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    0.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5815    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5815    1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8711    1.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543    1.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8693   -0.6183    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  4  5  1  0
  1  5  2  0
  6  5  1  0
  8  6  1  0
  9  8  1  0
  9  7  2  0
 11 12  2  0
 12 10  1  0
 12 13  1  0
 13  9  1  0
 13 15  2  0
 15 14  1  0
 14 16  2  0
 16 11  1  0
 17 16  1  0
 17 18  1  0
 18 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273645

   ---

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: 356.43

Molecular Weight (Monoisotopic): 356.1107

AlogP: 3.53

#Rotatable Bonds: 6

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.89

CX Basic pKa: 3.95

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -2.64

References

1. Liao M, Zhang J, Wang G, Wang L, Liu J, Ouyang L, Liu B..  (2021)  Small-Molecule Drug Discovery in Triple Negative Breast Cancer: Current Situation and Future Directions.,  64  (5.0): [PMID:33650861] [10.1021/acs.jmedchem.0c01180]

Source

Source(1):

• Scientific Literature