2-(1-(4-Methyl-2-(4-oct-1-yn-1-yl)phenyl)thiazol-5-yl)ethylidene)hydrazine-1-carboximidamide

ID: ALA4212970

PubChem CID: 145964183

Max Phase: Preclinical

Molecular Formula: C21H27N5S

Molecular Weight: 381.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC#Cc1ccc(-c2nc(C)c(/C(C)=N/NC(=N)N)s2)cc1

Standard InChI:  InChI=1S/C21H27N5S/c1-4-5-6-7-8-9-10-17-11-13-18(14-12-17)20-24-15(2)19(27-20)16(3)25-26-21(22)23/h11-14H,4-8H2,1-3H3,(H4,22,23,26)/b25-16+

Standard InChI Key:  IWNCEUIYIDFVJH-PCLIKHOPSA-N

Molfile:  

     RDKit          2D

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   40.7137   -9.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7125  -10.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4206  -10.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1303  -10.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1274   -9.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4188   -9.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8336   -9.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5810   -9.5534    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.1255   -8.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7142   -8.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9156   -8.4108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9414   -8.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.3502   -9.6513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.3497   -8.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0437   -7.4900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1674   -9.6510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.5763  -10.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.3935  -10.3582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.1680  -11.0664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0045  -10.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3007  -11.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5936  -11.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8853  -11.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1782  -11.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4699  -11.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7628  -11.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0545  -11.2832    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
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212970

   ---

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: 381.55

Molecular Weight (Monoisotopic): 381.1987

AlogP: 4.65

#Rotatable Bonds: 7

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: 4.97

CX LogD: 4.61

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.21

Np Likeness Score: -1.03

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