2-(1-(2-(4-(3,3-Dimethylbut-1-yn-1-yl)-phenyl)-4-methylthiazol-5-yl)ethylidene)hydrazine-1-carboximidamide

ID: ALA4218802

PubChem CID: 145969184

Max Phase: Preclinical

Molecular Formula: C19H23N5S

Molecular Weight: 353.50

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H23N5S/c1-12-16(13(2)23-24-18(20)21)25-17(22-12)15-8-6-14(7-9-15)10-11-19(3,4)5/h6-9H,1-5H3,(H4,20,21,24)/b23-13+

Standard InChI Key:  KAFIYVCWXGZGFL-YDZHTSKRSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    5.8840  -16.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8829  -17.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5909  -17.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3006  -17.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2977  -16.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5891  -15.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0039  -15.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7513  -16.2931    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.2958  -15.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8845  -14.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0859  -15.1506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1117  -15.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -16.3910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5200  -14.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2140  -14.2297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3378  -16.3907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7466  -17.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5638  -17.0980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3383  -17.8061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1748  -17.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710  -18.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640  -18.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652  -19.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0556  -18.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500  -18.8284    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
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218802

   ---

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: 353.50

Molecular Weight (Monoisotopic): 353.1674

AlogP: 3.72

#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: 3.78

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: -1.36

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