N4-((5-(3-bromophenyl)thiophen-2-yl)methyl)-N2-isobutylpyrimidine-2,4-diamine

ID: ALA4779356

PubChem CID: 156694496

Max Phase: Preclinical

Molecular Formula: C19H21BrN4S

Molecular Weight: 417.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CNc1nccc(NCc2ccc(-c3cccc(Br)c3)s2)n1

Standard InChI:  InChI=1S/C19H21BrN4S/c1-13(2)11-23-19-21-9-8-18(24-19)22-12-16-6-7-17(25-16)14-4-3-5-15(20)10-14/h3-10,13H,11-12H2,1-2H3,(H2,21,22,23,24)

Standard InChI Key:  DDSMIWLZASRKLN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   33.0313  -25.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0301  -26.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7450  -26.4522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4614  -26.0389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4585  -25.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7432  -24.7993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1714  -24.7932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3167  -24.7997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6024  -25.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8878  -24.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8055  -23.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9985  -23.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5862  -24.5235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1384  -25.1363    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.7658  -24.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2831  -23.9421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4635  -24.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1274  -24.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6171  -25.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4351  -25.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8874  -25.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6004  -24.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9809  -23.3563    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   37.3164  -25.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5972  -23.9628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  1  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 21  1  0
 21 22  1  0
 17 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779356

   ---

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: 417.38

Molecular Weight (Monoisotopic): 416.0670

AlogP: 5.65

#Rotatable Bonds: 7

Polar Surface Area: 49.84

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.19

CX LogP: 5.56

CX LogD: 5.36

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.52

Np Likeness Score: -1.61

References

1. Fan T,Guo W,Shao T,Zhou W,Hu P,Liu M,Chen Y,Yi Z.  (2020)  Design, synthesis and evaluation of phenylthiazole and phenylthiophene pyrimidindiamine derivatives targeting the bacterial membrane.,  190  [PMID:32078862] [10.1016/j.ejmech.2020.112141]

Source

Source(1):

• Scientific Literature