1,2-Bis(3-methyl-1-phenyl-1H-pyrazol-5-yl)disulfane

ID: ALA2377172

PubChem CID: 9929673

Max Phase: Preclinical

Molecular Formula: C20H18N4S2

Molecular Weight: 378.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(SSc2cc(C)nn2-c2ccccc2)n(-c2ccccc2)n1

Standard InChI:  InChI=1S/C20H18N4S2/c1-15-13-19(23(21-15)17-9-5-3-6-10-17)25-26-20-14-16(2)22-24(20)18-11-7-4-8-12-18/h3-14H,1-2H3

Standard InChI Key:  NIJWTRSAOSNCDN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.4718  -11.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7579  -11.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0406  -11.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0415  -12.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7559  -12.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7560  -13.6444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0890  -14.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3440  -14.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1695  -14.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4237  -14.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6549  -15.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3042  -13.8755    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9691  -14.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9679  -15.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6827  -15.7812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3991  -15.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3963  -14.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6809  -14.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6790  -13.3034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3449  -12.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0881  -12.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2626  -12.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0102  -12.8204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7757  -11.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1303  -13.0691    0.0000 S   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
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  6  7  1  0
 10 12  1  0
  8 13  1  0
 14 15  2  0
 15 16  1  0
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 17 18  1  0
 18 19  2  0
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 20 21  1  0
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 22 23  1  0
 23 24  2  0
 24 20  1  0
 19 20  1  0
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 21 26  1  0
 26 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2377172

   3-Methyl-5-[(5-methyl-2-phenylpyrazol-3-yl)disulfanyl]-1-phenylpyrazole

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: 378.53

Molecular Weight (Monoisotopic): 378.0973

AlogP: 5.47

#Rotatable Bonds: 5

Polar Surface Area: 35.64

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.20

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.90

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]

2. Purohit MK, Chakka SK, Scovell I, Neschadim A, Bello AM, Salum N, Katsman Y, Bareau MC, Branch DR, Kotra LP..  (2014)  Structure-activity relationships of pyrazole derivatives as potential therapeutics for immune thrombocytopenias.,  22  (9): [PMID:24685704] [10.1016/j.bmc.2014.03.016]

Source

Source(1):

• Scientific Literature