DNDI1417900

ID: ALA3145326

PubChem CID: 20898752

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O3S

Molecular Weight: 391.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1sc(-n2[nH]c(C)c(Cc3ccc(Cl)cc3)c2=O)nc1C

Standard InChI:  InChI=1S/C18H18ClN3O3S/c1-4-25-17(24)15-11(3)20-18(26-15)22-16(23)14(10(2)21-22)9-12-5-7-13(19)8-6-12/h5-8,21H,4,9H2,1-3H3

Standard InChI Key:  XKFHRBJFFPXMCV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    7.3823   -6.9008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1698   -6.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1277   -7.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3024   -7.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7151   -6.4193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5110   -6.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8335   -7.1381    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.4277   -5.8622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2564   -5.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0513   -6.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2916   -6.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8175   -8.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6161   -8.3588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4601   -7.7124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3333   -9.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9071   -6.3574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3651  -10.2881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7344   -5.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8774  -10.9347    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2672   -6.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0307   -9.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449   -8.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6573   -9.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5430  -10.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7352   -5.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3474   -5.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  1  1  0
  6  7  1  0
  7  2  1  0
  8  2  2  0
  9  8  1  0
 10  5  1  0
 11  6  1  0
 12  4  1  0
 13  3  2  0
 14 11  2  0
 15 12  1  0
 16 11  1  0
 17 23  1  0
 18  9  1  0
 19 17  1  0
 20 10  1  0
 21 15  2  0
 22 15  1  0
 23 22  2  0
 24 21  1  0
 25 16  1  0
 26 25  1  0
  4 10  2  0
  9  6  2  0
 17 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3145326

   Ethyl 2-{4-[(4-chlorophenyl)methyl]-5-hydroxy-3-methyl-1H-pyrazol-1-YL}-4-methyl-1,3-thiazole-5-carboxylate

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: 391.88

Molecular Weight (Monoisotopic): 391.0757

AlogP: 3.66

#Rotatable Bonds: 5

Polar Surface Area: 76.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.60

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.09

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -1.60

References

1. Melissa L. Sykes, Jonathan B. Baell, Marcel Kaiser, Eric Chatelain, Danny Ganame, Jean-Robert Ioset, Vicky M Avery. WEHI/Eskitis Trypanosoma b. brucei screening data,  [10.6019/CHEMBL2094269]

Source

Source(1):

• Drugs for Neglected Diseases Initiative (DNDi)