1-(4-(Cyclopentylethynyl)phenyl)-4-(1-(2-(4,5-dihydro-1H-imidazol-2-yl)hydrazono)ethyl)-5-methyl-1H-pyrazole

ID: ALA4461960

PubChem CID: 155528729

Max Phase: Preclinical

Molecular Formula: C22H26N6

Molecular Weight: 374.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\NC1=NCCN1)c1cnn(-c2ccc(C#CC3CCCC3)cc2)c1C

Standard InChI:  InChI=1S/C22H26N6/c1-16(26-27-22-23-13-14-24-22)21-15-25-28(17(21)2)20-11-9-19(10-12-20)8-7-18-5-3-4-6-18/h9-12,15,18H,3-6,13-14H2,1-2H3,(H2,23,24,27)/b26-16+

Standard InChI Key:  IMHLRHHVNNQQLQ-WGOQTCKBSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   19.7443   -3.9616    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5264   -4.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0105   -3.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5229   -2.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7440   -3.1415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0799   -4.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3296   -4.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6697   -4.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7561   -5.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5123   -5.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1690   -5.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0923   -5.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4320   -6.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7803   -4.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7689   -6.8649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8318   -3.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2415   -4.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2393   -2.8366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0606   -2.8353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4722   -2.1228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2880   -2.0347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4566   -1.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7441   -0.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1336   -1.3712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9891   -6.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5116   -7.2856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9949   -7.9446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7750   -7.6886    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  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  2  0
 15 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461960

   ---

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: 374.49

Molecular Weight (Monoisotopic): 374.2219

AlogP: 3.00

#Rotatable Bonds: 3

Polar Surface Area: 66.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.65

CX LogP: 3.57

CX LogD: 3.50

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.20

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