Isoxazol-5-yl-(5-mercapto-3-methyl-1-phenyl-1H-pyrazol-4-yl)methanone

ID: ALA2377167

PubChem CID: 71580587

Max Phase: Preclinical

Molecular Formula: C14H11N3O2S

Molecular Weight: 285.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2ccccc2)c(S)c1C(=O)c1ccno1

Standard InChI:  InChI=1S/C14H11N3O2S/c1-9-12(13(18)11-7-8-15-19-11)14(20)17(16-9)10-5-3-2-4-6-10/h2-8,20H,1H3

Standard InChI Key:  AZSNZHGERBFBJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   15.2528  -15.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2517  -16.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9597  -16.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6694  -16.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6666  -15.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9579  -14.8288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9560  -14.0117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6157  -13.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3612  -12.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5436  -12.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2935  -13.5333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0612  -12.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3936  -13.7796    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.7676  -12.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5848  -12.0413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2938  -11.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5495  -10.6023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8931  -10.1155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2273  -10.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4723  -11.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  6  7  1  0
 10 12  1  0
  8 13  1  0
  9 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2377167

   (5-methyl-2-phenyl-3-sulfanylidene-1H-pyrazol-4-yl)-(1,2-oxazol-5-yl)methanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 285.33

Molecular Weight (Monoisotopic): 285.0572

AlogP: 2.69

#Rotatable Bonds: 3

Polar Surface Area: 60.92

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.29

CX Basic pKa: 1.63

CX LogP: 2.12

CX LogD: 0.77

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: -1.69

References

1. Purohit MK, Scovell I, Neschadim A, Katsman Y, Branch DR, Kotra LP..  (2013)  Disulfide linked pyrazole derivatives inhibit phagocytosis of opsonized blood cells.,  23  (8): [PMID:23489619] [10.1016/j.bmcl.2013.02.064]

Source

Source(1):

• Scientific Literature