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

ID: ALA4209528

PubChem CID: 145965650

Max Phase: Preclinical

Molecular Formula: C18H21N5S

Molecular Weight: 339.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H21N5S/c1-4-5-6-7-14-8-10-15(11-9-14)17-21-12(2)16(24-17)13(3)22-23-18(19)20/h8-11H,4-5H2,1-3H3,(H4,19,20,23)/b22-13+

Standard InChI Key:  QJBUPYFZKKBOOJ-LPYMAVHISA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   18.8972   -9.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8960   -9.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6041  -10.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3137   -9.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3109   -9.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6023   -8.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0171   -8.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7644   -9.0746    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.3090   -8.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8977   -7.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0990   -7.9321    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1249   -8.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5337   -9.1725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5332   -7.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2272   -7.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3509   -9.1722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7598   -9.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5770   -9.8795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3514  -10.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1880  -10.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4842  -10.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7771  -11.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0688  -10.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3617  -11.2097    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
M  END

Alternative Forms

1. Parent:

   

   ALA4209528

   ---

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: 339.47

Molecular Weight (Monoisotopic): 339.1518

AlogP: 3.48

#Rotatable Bonds: 4

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: 3.64

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.34

Np Likeness Score: -1.27

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