2-(1-(2-(4-(Cyclopropylethynyl)phenyl)-4-methylthiazol-5-yl)ethylidene)hydrazine-1-carboximidamide

ID: ALA4214440

PubChem CID: 145971321

Max Phase: Preclinical

Molecular Formula: C18H19N5S

Molecular Weight: 337.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=N)N)c1sc(-c2ccc(C#CC3CC3)cc2)nc1C

Standard InChI:  InChI=1S/C18H19N5S/c1-11-16(12(2)22-23-18(19)20)24-17(21-11)15-9-7-14(8-10-15)6-5-13-3-4-13/h7-10,13H,3-4H2,1-2H3,(H4,19,20,23)/b22-12+

Standard InChI Key:  BYWNBAAYIRBHCX-WSDLNYQXSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    5.5662   -9.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5651  -10.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2731  -10.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9828  -10.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9799   -9.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2713   -9.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6861   -9.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4335   -9.5245    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.9780   -8.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5667   -8.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7681   -8.3819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7939   -8.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2028   -9.6224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2022   -8.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8962   -7.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0200   -9.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4288  -10.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2460  -10.3293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0205  -11.0375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8570  -10.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1532  -11.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462  -11.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289  -11.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0386  -12.3680    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
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 10 15  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
  2 20  1  0
 20 21  3  0
 21 22  1  0
 23 22  1  0
 24 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214440

   ---

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: 337.45

Molecular Weight (Monoisotopic): 337.1361

AlogP: 3.09

#Rotatable Bonds: 3

Polar Surface Area: 87.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.52

CX LogP: 3.01

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -1.32

References

1. Elsebaei MM, Mohammad H, Abouf M, Abutaleb NS, Hegazy YA, Ghiaty A, Chen L, Zhang J, Malwal SR, Oldfield E, Seleem MN, Mayhoub AS..  (2018)  Alkynyl-containing phenylthiazoles: Systemically active antibacterial agents effective against methicillin-resistant Staphylococcus aureus (MRSA).,  148  [PMID:29459278] [10.1016/j.ejmech.2018.02.031]

Source

Source(1):

• Scientific Literature