ethyl 2-(2-(3,4-dichlorophenyl)hydrazineylidene)-3-(1-ethyl-3-methyl-1H-pyrazol-5-yl)-3-oxopropanoate

ID: ALA5281696

Max Phase: Preclinical

Molecular Formula: C17H18Cl2N4O3

Molecular Weight: 397.26

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C(=N\Nc1ccc(Cl)c(Cl)c1)C(=O)c1cc(C)nn1CC

Standard InChI:  InChI=1S/C17H18Cl2N4O3/c1-4-23-14(8-10(3)22-23)16(24)15(17(25)26-5-2)21-20-11-6-7-12(18)13(19)9-11/h6-9,20H,4-5H2,1-3H3/b21-15-

Standard InChI Key:  ZUZUEMUHPMYTEF-QNGOZBTKSA-N

Molfile:  

 
     RDKit          2D

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    1.0652   -0.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7771   -0.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7771   -1.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0670   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506   -1.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652    0.4118    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506    0.8244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639    2.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652    2.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652    2.8874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7799    1.6496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0786    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3639    2.8874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4945    2.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2091    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1648    0.8294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9715    0.6578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3840    1.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8320    1.9851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5813    0.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7949   -0.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2091    1.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4918   -2.0630    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.0670   -2.8874    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 20 24  1  0
  4 25  1  0
  5 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281696

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 397.26

Molecular Weight (Monoisotopic): 396.0756

AlogP: 3.73

#Rotatable Bonds: 7

Polar Surface Area: 85.58

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.67

CX Basic pKa: 1.70

CX LogP: 4.29

CX LogD: 2.93

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.25

Np Likeness Score: -1.84

References

1. Sapra R, Rajora AK, Kumar P, Maurya GP, Pant N, Haridas V..  (2021)  Chemical Biology of Sortase A Inhibition: A Gateway to Anti-infective Therapeutic Agents.,  64  (18.0): [PMID:34516107] [10.1021/acs.jmedchem.1c00386]

Source

Source(1):

• Scientific Literature