N-(4-(2-([1,1'-Biphenyl]-4-yl)-4-methylthiazol-5-yl)-pyrimidin-2-yl)-4-methylpiperazine-1-carboximidamide

ID: ALA4210722

PubChem CID: 145966650

Max Phase: Preclinical

Molecular Formula: C26H27N7S

Molecular Weight: 469.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(-c3ccccc3)cc2)sc1-c1ccnc(NC(=N)N2CCN(C)CC2)n1

Standard InChI:  InChI=1S/C26H27N7S/c1-18-23(22-12-13-28-26(30-22)31-25(27)33-16-14-32(2)15-17-33)34-24(29-18)21-10-8-20(9-11-21)19-6-4-3-5-7-19/h3-13H,14-17H2,1-2H3,(H2,27,28,30,31)

Standard InChI Key:  XHYLEDJYOQJNIS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.7041   -4.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8835   -4.3964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5464   -3.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0300   -2.9750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8507   -3.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1877   -3.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0412   -5.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8618   -5.3186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5576   -5.9024    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6930   -2.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7369   -5.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2534   -6.4862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3999   -5.0648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8288  -10.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.2561   -9.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2577  -10.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5457  -11.6404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2610  -12.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2626  -12.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5490  -13.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8337  -12.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8321  -12.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 30 31  2  0
 31 32  1  0
 32 33  2  0
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 29 34  2  0
 23 29  1  0
 18 26  1  0
 13 21  1  0
  9 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4210722

   ---

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: 469.62

Molecular Weight (Monoisotopic): 469.2049

AlogP: 4.84

#Rotatable Bonds: 4

Polar Surface Area: 81.03

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.49

CX LogP: 4.58

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -1.26

References

1. Hagras M, Mohammad H, Mandour MS, Hegazy YA, Ghiaty A, Seleem MN, Mayhoub AS..  (2017)  Investigating the Antibacterial Activity of Biphenylthiazoles against Methicillin- and Vancomycin-Resistant Staphylococcus aureus (MRSA and VRSA).,  60  (9): [PMID:28436655] [10.1021/acs.jmedchem.7b00392]

Source

Source(1):

• Scientific Literature