(R)-methyl2-(2-(5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)-2-oxoethylthio)acetate

ID: ALA3115524

PubChem CID: 76332392

Max Phase: Preclinical

Molecular Formula: C15H16Br2N2O4S

Molecular Weight: 480.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CSCC(=O)N1N=C(C)C[C@@H]1c1cc(Br)cc(Br)c1O

Standard InChI:  InChI=1S/C15H16Br2N2O4S/c1-8-3-12(10-4-9(16)5-11(17)15(10)22)19(18-8)13(20)6-24-7-14(21)23-2/h4-5,12,22H,3,6-7H2,1-2H3/t12-/m1/s1

Standard InChI Key:  MSYQXIHINZUDSO-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   39.8356   -6.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3876   -6.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0286   -6.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.0905   -7.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1946   -6.1880    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.7466   -5.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4917   -4.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6847   -4.6188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0437   -4.1772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8722   -3.3702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5867   -2.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1998   -3.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8642   -4.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6729   -2.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2767   -4.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1017   -4.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5142   -5.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1017   -6.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2767   -6.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8642   -5.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5142   -4.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8642   -7.1213    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   45.3392   -5.6924    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   40.8975   -7.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  6  7  1  0
  5  6  1  0
  7  8  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
  9 13  1  0
 11 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 16 21  1  0
 19 22  1  0
 17 23  1  0
 13 15  1  6
  7  9  1  0
  2  5  1  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3115524

   methyl 2-[2-[(3R)-3-(3,5-dibromo-2-hydroxyphenyl)-5-methyl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylacetate

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: 480.18

Molecular Weight (Monoisotopic): 477.9198

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 79.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.35

CX Basic pKa: 0.30

CX LogP: 2.64

CX LogD: 2.31

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.65

Np Likeness Score: -0.85

References

1. Wu XQ, Huang C, Jia YM, Song BA, Li J, Liu XH..  (2014)  Novel coumarin-dihydropyrazole thio-ethanone derivatives: design, synthesis and anticancer activity.,  74  [PMID:24119869] [10.1016/j.ejmech.2013.06.014]

Source

Source(1):

• Scientific Literature