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

ID: ALA4212292

PubChem CID: 145965765

Max Phase: Preclinical

Molecular Formula: C25H24N6OS

Molecular Weight: 456.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(-c3ccccc3)cc2)sc1-c1ccnc(NC(=N)N2CCOCC2)n1

Standard InChI:  InChI=1S/C25H24N6OS/c1-17-22(21-11-12-27-25(29-21)30-24(26)31-13-15-32-16-14-31)33-23(28-17)20-9-7-19(8-10-20)18-5-3-2-4-6-18/h2-12H,13-16H2,1H3,(H2,26,27,29,30)

Standard InChI Key:  TXYMXMGOEICJCD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.9516   -4.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6159   -3.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1007   -2.6475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9212   -2.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2569   -3.4871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1078   -4.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9283   -4.9943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6230   -5.5758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8025   -5.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3177   -6.1573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4972   -6.0712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.4668   -4.7361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2676   -7.5233    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8862  -10.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8860   -9.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3149   -9.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3151  -10.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6009  -11.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3155  -11.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3156  -12.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6012  -12.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8867  -12.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8865  -11.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  3  4  1  0
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 32 33  1  0
 28 33  2  0
 22 28  1  0
 17 25  1  0
 12 20  1  0
  9 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212292

   ---

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: 456.58

Molecular Weight (Monoisotopic): 456.1732

AlogP: 4.92

#Rotatable Bonds: 4

Polar Surface Area: 87.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.07

CX LogP: 4.52

CX LogD: 4.51

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -1.37

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