3-chloro-4-fluoro-N-((5-(2-((2-methylthiazol-5-yl)methyl)hydrazinecarbonyl)pyrazin-2-yl)methyl)benzenesulfonamide

ID: ALA4450420

PubChem CID: 155521371

Max Phase: Preclinical

Molecular Formula: C17H16ClFN6O3S2

Molecular Weight: 470.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc(CNNC(=O)c2cnc(CNS(=O)(=O)c3ccc(F)c(Cl)c3)cn2)s1

Standard InChI:  InChI=1S/C17H16ClFN6O3S2/c1-10-20-7-12(29-10)8-23-25-17(26)16-9-21-11(5-22-16)6-24-30(27,28)13-2-3-15(19)14(18)4-13/h2-5,7,9,23-24H,6,8H2,1H3,(H,25,26)

Standard InChI Key:  ADTKNZVLBWIFES-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.2537   -9.0631    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6630   -8.3560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1224  -10.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8287  -10.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397  -10.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455   -9.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8345   -9.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -9.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4120  -10.6780    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225  -11.5068    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9609   -9.4740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6698   -9.0673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3764   -9.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3693  -10.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0750  -10.7046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848  -10.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7844   -9.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4920  -10.7074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4908  -11.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2002  -10.2998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9074  -10.7094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6156  -10.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3228  -10.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4080  -11.5207    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2071  -11.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6167  -10.9845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0707  -10.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5385  -12.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
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  6  7  2  0
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  5 11  1  0
  7  2  1  0
  2 12  1  0
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 13 14  1  0
 14 15  2  0
 15 16  1  0
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 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 25  2  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4450420

   ---

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: 470.94

Molecular Weight (Monoisotopic): 470.0398

AlogP: 1.95

#Rotatable Bonds: 8

Polar Surface Area: 125.97

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.02

CX Basic pKa: 3.27

CX LogP: 0.72

CX LogD: 0.71

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -2.34

References

1. Burnell ES, Irvine M, Fang G, Sapkota K, Jane DE, Monaghan DT..  (2018)  Positive and Negative Allosteric Modulators of N-Methyl-d-aspartate (NMDA) Receptors: Structure-Activity Relationships and Mechanisms of Action.,  62  (1): [PMID:29446949] [10.1021/acs.jmedchem.7b01640]

Source

Source(1):

• Scientific Literature