(R)-1-(5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)-2-(propylthio)ethanone

ID: ALA3115522

PubChem CID: 76310633

Max Phase: Preclinical

Molecular Formula: C15H18Br2N2O2S

Molecular Weight: 450.20

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H18Br2N2O2S/c1-3-4-22-8-14(20)19-13(5-9(2)18-19)11-6-10(16)7-12(17)15(11)21/h6-7,13,21H,3-5,8H2,1-2H3/t13-/m1/s1

Standard InChI Key:  XNXYKEBSHVJABV-CYBMUJFWSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   46.7813   -4.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.0362   -5.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4842   -5.6927    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.6772   -5.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1252   -6.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3182   -5.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.3333   -3.6819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.1618   -2.8749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   47.8763   -2.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.4894   -3.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.1538   -3.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.9625   -1.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5663   -4.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.3913   -4.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.8038   -5.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.3913   -5.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.5663   -5.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.1538   -5.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   49.8038   -3.7681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   48.1538   -6.6260    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   50.6288   -5.1971    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   45.9743   -4.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  5  1  0
  5  6  1  0
  3  4  1  0
  2  3  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
  7 11  1  0
  9 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 14 19  1  0
 17 20  1  0
 15 21  1  0
 11 13  1  6
  1  7  1  0
  1 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3115522

   1-[(3R)-3-(3,5-dibromo-2-hydroxyphenyl)-5-methyl-3,4-dihydropyrazol-2-yl]-2-propylsulfanylethanone

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: 450.20

Molecular Weight (Monoisotopic): 447.9456

AlogP: 4.71

#Rotatable Bonds: 5

Polar Surface Area: 52.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.35

CX Basic pKa: 0.46

CX LogP: 4.10

CX LogD: 3.78

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: -0.95

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