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

ID: ALA4541001

PubChem CID: 155551286

Max Phase: Preclinical

Molecular Formula: C21H20N6

Molecular Weight: 356.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=N)N)c1cnn(-c2ccc(C#Cc3ccccc3)cc2)c1C

Standard InChI:  InChI=1S/C21H20N6/c1-15(25-26-21(22)23)20-14-24-27(16(20)2)19-12-10-18(11-13-19)9-8-17-6-4-3-5-7-17/h3-7,10-14H,1-2H3,(H4,22,23,26)/b25-15+

Standard InChI Key:  DWSYUJDXWXTSPK-MFKUBSTISA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    6.6527  -24.1273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4307  -24.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9107  -23.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4272  -23.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525  -23.3113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9924  -24.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463  -24.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5864  -24.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728  -25.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248  -25.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0816  -25.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0131  -26.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570  -26.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6846  -25.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980  -27.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7279  -23.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1376  -24.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1353  -23.0064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9525  -23.0051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3600  -22.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1772  -22.2955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9503  -21.5897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9508  -26.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2922  -27.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809  -27.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1338  -28.3078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7892  -27.8233    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  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4541001

   ---

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: 356.43

Molecular Weight (Monoisotopic): 356.1749

AlogP: 2.79

#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: 6.84

CX LogP: 3.22

CX LogD: 3.11

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: -1.59

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