(4E)-3-amino-4-{[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-5-yl]methylidene}-5-oxo-4,5-dihydro-1H-pyrazole-1-carbothioamide

ID: ALA5275831

Max Phase: Preclinical

Molecular Formula: C20H15ClN6OS

Molecular Weight: 422.90

Names and Identifiers

Canonical SMILES:  NC(=S)N1N=C(N)/C(=C\c2cc(-c3ccc(Cl)cc3)nn2-c2ccccc2)C1=O

Standard InChI:  InChI=1S/C20H15ClN6OS/c21-13-8-6-12(7-9-13)17-11-15(26(24-17)14-4-2-1-3-5-14)10-16-18(22)25-27(19(16)28)20(23)29/h1-11H,(H2,22,25)(H2,23,29)/b16-10+

Standard InChI Key:  HWLPLACBMBIRRJ-MHWRWJLKSA-N

Molfile:  

 
     RDKit          2D

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    0.1305   -1.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0573   -1.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6815   -0.3578    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8723   -1.2199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0027   -2.0345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2683   -2.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1406   -3.2253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -3.2723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4320   -2.0345    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6509   -1.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185   -0.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6915   -0.4690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701   -1.2683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0536   -1.8518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8508   -1.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4320   -2.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2183   -3.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4256   -3.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8391   -2.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185    0.7988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    1.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3047    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195    2.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7314    2.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362    1.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0195    3.2723    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  1  0
  3  5  2  0
  6  5  1  0
  7  6  1  0
  1  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
  2 12  1  0
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 17 22  1  0
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 14 23  1  0
 24 23  2  0
 25 24  1  0
 26 25  2  0
 27 26  1  0
 28 27  2  0
 23 28  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275831

   ---

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: 422.90

Molecular Weight (Monoisotopic): 422.0717

AlogP: 2.93

#Rotatable Bonds: 3

Polar Surface Area: 102.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: 1.46

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.32

References

1. Zhao Z, Dai X, Li C, Wang X, Tian J, Feng Y, Xie J, Ma C, Nie Z, Fan P, Qian M, He X, Wu S, Zhang Y, Zheng X..  (2020)  Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect.,  186  [PMID:31761383] [10.1016/j.ejmech.2019.111893]

Source

Source(1):

• Scientific Literature