2-(1-(1-(4-(Cyclopentylethynyl)phenyl)-5-methyl-1H-pyrazol-4-yl)ethylidene)hydrazinecarboximidamide

ID: ALA4455744

PubChem CID: 154701261

Max Phase: Preclinical

Molecular Formula: C20H24N6

Molecular Weight: 348.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=N)N)c1cnn(-c2ccc(C#CC3CCCC3)cc2)c1C

Standard InChI:  InChI=1S/C20H24N6/c1-14(24-25-20(21)22)19-13-23-26(15(19)2)18-11-9-17(10-12-18)8-7-16-5-3-4-6-16/h9-13,16H,3-6H2,1-2H3,(H4,21,22,25)/b24-14+

Standard InChI Key:  ZOXVZGMDTDJVFL-ZVHZXABRSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   19.4884  -23.8177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2664  -24.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7463  -23.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2629  -22.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4881  -23.0017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8281  -24.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0820  -23.9636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4221  -24.4443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5085  -25.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2605  -25.5883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9173  -25.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8488  -25.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1926  -26.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5203  -24.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5336  -26.7045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5635  -23.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9732  -24.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9710  -22.6968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7882  -22.6955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1957  -21.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0129  -21.9859    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7860  -21.2801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7579  -26.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2805  -27.1210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7638  -27.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5398  -27.5240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  1  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9 12  1  0
 12 13  3  0
  2 14  1  0
 13 15  1  0
  3 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4455744

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.45

Molecular Weight (Monoisotopic): 348.2062

AlogP: 2.93

#Rotatable Bonds: 3

Polar Surface Area: 92.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.53

CX LogP: 3.24

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.34

Np Likeness Score: -1.39

References

1. Hammad A, Abutaleb NS, Elsebaei MM, Norvil AB, Alswah M, Ali AO, Abdel-Aleem JA, Alattar A, Bayoumi SA, Gowher H, Seleem MN, Mayhoub AS..  (2019)  From Phenylthiazoles to Phenylpyrazoles: Broadening the Antibacterial Spectrum toward Carbapenem-Resistant Bacteria.,  62  (17): [PMID:31369262] [10.1021/acs.jmedchem.9b00720]

Source

Source(1):

• Scientific Literature