2-(1-(5-Methyl-1-(4-(pent-1-yn-1-yl)phenyl)-1H-pyrazol-4-yl)ethylidene)hydrazinecarboximidamide

ID: ALA4471781

PubChem CID: 155535140

Max Phase: Preclinical

Molecular Formula: C18H22N6

Molecular Weight: 322.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC#Cc1ccc(-n2ncc(/C(C)=N/NC(=N)N)c2C)cc1

Standard InChI:  InChI=1S/C18H22N6/c1-4-5-6-7-15-8-10-16(11-9-15)24-14(3)17(12-21-24)13(2)22-23-18(19)20/h8-12H,4-5H2,1-3H3,(H4,19,20,23)/b22-13+

Standard InChI Key:  PINDXNZRIFXTNC-LPYMAVHISA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    7.3998   -3.8667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1777   -4.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6577   -3.4554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1742   -2.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3995   -3.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7395   -4.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933   -4.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3334   -4.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -5.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1719   -5.6372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8286   -5.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602   -5.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1040   -6.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4316   -4.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4450   -6.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4749   -3.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8846   -4.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8824   -2.7458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6996   -2.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1070   -2.0362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9242   -2.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6973   -1.3291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6970   -6.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380   -6.9076    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
M  END

Alternative Forms

1. Parent:

   

   ALA4471781

   ---

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: 322.42

Molecular Weight (Monoisotopic): 322.1906

AlogP: 2.54

#Rotatable Bonds: 4

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: 2.97

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.35

Np Likeness Score: -1.43

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