2-(6-(4-chlorophenyl)-2-(methylthio)pyrimidin-4-yl)-1H-benzo[d]imidazole

ID: ALA4867378

PubChem CID: 164618846

Max Phase: Preclinical

Molecular Formula: C18H13ClN4S

Molecular Weight: 352.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1nc(-c2ccc(Cl)cc2)cc(-c2nc3ccccc3[nH]2)n1

Standard InChI:  InChI=1S/C18H13ClN4S/c1-24-18-22-15(11-6-8-12(19)9-7-11)10-16(23-18)17-20-13-4-2-3-5-14(13)21-17/h2-10H,1H3,(H,20,21)

Standard InChI Key:  MIJYXQHBBDJLRL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   40.9324   -2.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9313   -3.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6393   -3.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3490   -3.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3462   -2.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.6375   -2.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2278   -3.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4815   -3.6507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1417   -4.7963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0538   -3.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0538   -4.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7613   -5.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4693   -4.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4654   -3.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7573   -3.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3423   -4.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9347   -4.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1194   -4.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7107   -4.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1233   -5.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9372   -5.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6351   -1.5309    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.3416   -1.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1782   -5.2052    0.0000 Cl  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
  7  8  2  0
  8 17  1  0
 16  9  1  0
  9  7  1  0
  2  7  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  4 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  6 22  1  0
 22 23  1  0
 13 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867378

   ---

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: 352.85

Molecular Weight (Monoisotopic): 352.0549

AlogP: 5.06

#Rotatable Bonds: 3

Polar Surface Area: 54.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.35

CX Basic pKa: 2.39

CX LogP: 5.69

CX LogD: 5.69

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: -1.46

References

1. Sun C, Zhang S, Qian P, Li Y, Deng H, Ren W, Jiang L..  (2021)  Synthesis and fungicidal activity of novel 2-(2-alkylthio-6-phenylpyrimidin-4-yl)-1H-benzimidazoles.,  47  [PMID:34157391] [10.1016/j.bmcl.2021.128210]

Source

Source(1):

• Scientific Literature