6-((3,4-Difluorophenyl)thio)-5-methylthieno[2,3-d]pyrimidine-2,4-diamine

ID: ALA4226849

PubChem CID: 145968836

Max Phase: Preclinical

Molecular Formula: C13H11F2N5S

Molecular Weight: 307.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Sc2ccc(F)c(F)c2)[nH]c2nc(N)nc(N)c12

Standard InChI:  InChI=1S/C13H11F2N5S/c1-5-9-10(16)18-13(17)20-11(9)19-12(5)21-6-2-3-7(14)8(15)4-6/h2-4H,1H3,(H5,16,17,18,19,20)

Standard InChI Key:  NXHFRPJQQKFTKT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   39.5044  -16.6781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.5033  -17.4976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2113  -17.9066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2095  -16.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7952  -17.9057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.2071  -15.4520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9181  -16.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9229  -17.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7030  -17.7416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.1803  -17.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6952  -16.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9432  -15.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9975  -17.0716    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.4103  -17.7769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0033  -18.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4154  -19.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2334  -19.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6377  -18.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2233  -17.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4548  -18.4634    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.6471  -19.8909    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  8  2  0
  7  4  2  0
  4  1  1  0
  2  5  1  0
  4  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 18 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4226849

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 307.33

Molecular Weight (Monoisotopic): 307.0703

AlogP: 2.86

#Rotatable Bonds: 2

Polar Surface Area: 93.61

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.35

CX Basic pKa: 8.36

CX LogP: 3.21

CX LogD: 2.23

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: -1.31

References

1. Shah K, Lin X, Queener SF, Cody V, Pace J, Gangjee A..  (2018)  Targeting species specific amino acid residues: Design, synthesis and biological evaluation of 6-substituted pyrrolo[2,3-d]pyrimidines as dihydrofolate reductase inhibitors and potential anti-opportunistic infection agents.,  26  (9): [PMID:29691153] [10.1016/j.bmc.2018.04.032]

Source

Source(1):

• Scientific Literature