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

ID: ALA4217911

PubChem CID: 145969601

Max Phase: Preclinical

Molecular Formula: C20H25N5S

Molecular Weight: 367.52

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H25N5S/c1-4-5-6-7-8-9-16-10-12-17(13-11-16)19-23-14(2)18(26-19)15(3)24-25-20(21)22/h10-13H,4-7H2,1-3H3,(H4,21,22,25)/b24-15+

Standard InChI Key:  RCJOWBKCYWMYLQ-BUVRLJJBSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   29.9375   -9.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9364   -9.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6444  -10.3538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3541   -9.9443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3512   -9.1217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6426   -8.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0574   -8.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8048   -9.0375    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.3493   -8.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9380   -7.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1394   -7.8949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1652   -8.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5741   -9.1354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5735   -7.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2675   -6.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3912   -9.1351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8001   -9.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6173   -9.8423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3918  -10.5505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2283  -10.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5245  -10.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8174  -11.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1091  -10.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4020  -11.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6937  -10.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9866  -11.1748    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
M  END

Alternative Forms

1. Parent:

   

   ALA4217911

   ---

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: 367.52

Molecular Weight (Monoisotopic): 367.1831

AlogP: 4.26

#Rotatable Bonds: 6

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: 4.53

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.23

Np Likeness Score: -1.11

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