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

ID: ALA4218331

PubChem CID: 145968241

Max Phase: Preclinical

Molecular Formula: C21H25N5S

Molecular Weight: 379.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=N)N)c1sc(-c2ccc(C#CC3CCCCC3)cc2)nc1C

Standard InChI:  InChI=1S/C21H25N5S/c1-14-19(15(2)25-26-21(22)23)27-20(24-14)18-12-10-17(11-13-18)9-8-16-6-4-3-5-7-16/h10-13,16H,3-7H2,1-2H3,(H4,22,23,26)/b25-15+

Standard InChI Key:  KIXVPVUYMLKTBM-MFKUBSTISA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   18.6230   -3.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6219   -4.2064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3366   -4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0531   -4.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0501   -3.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3348   -2.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7631   -2.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5176   -3.2903    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.0673   -2.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6521   -1.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8458   -2.1370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8909   -2.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3036   -3.3892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3031   -1.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9847   -1.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1286   -3.3889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5414   -4.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3664   -4.1029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1292   -4.8178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9070   -4.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1965   -5.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4827   -5.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7680   -5.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0564   -5.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0534   -6.2605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7683   -6.6741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4863   -6.2623    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 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218331

   ---

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: 379.53

Molecular Weight (Monoisotopic): 379.1831

AlogP: 4.26

#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: 4.35

CX LogD: 3.99

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.32

Np Likeness Score: -1.21

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]

2. Elsebaei MM, Mohammad H, Samir A, Abutaleb NS, Norvil AB, Michie AR, Moustafa MM, Samy H, Gowher H, Seleem MN, Mayhoub AS..  (2019)  Lipophilic efficient phenylthiazoles with potent undecaprenyl pyrophosphatase inhibitory activity.,  175  [PMID:31075608] [10.1016/j.ejmech.2019.04.063]

Source

Source(1):

• Scientific Literature