1-(2,6-Difluoro-benzoyl)-3-[3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-urea hydrochloride

ID: ALA545416

PubChem CID: 45260007

Max Phase: Preclinical

Molecular Formula: C19H17ClF2N4O2S

Molecular Weight: 402.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(NC(=O)c1c(F)cccc1F)Nc1cccc(C2CN3CCSC3=N2)c1

Standard InChI:  InChI=1S/C19H16F2N4O2S.ClH/c20-13-5-2-6-14(21)16(13)17(26)24-18(27)22-12-4-1-3-11(9-12)15-10-25-7-8-28-19(25)23-15;/h1-6,9,15H,7-8,10H2,(H2,22,24,26,27);1H

Standard InChI Key:  HKZSFEJUHUMUJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    5.9773    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    1.2718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636   -1.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -0.9186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684    2.3518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -2.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1989    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6838    2.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530    1.2718    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    0.5103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -1.6331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636   -3.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1011   -2.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -0.2041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    1.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636    1.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2530    2.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386   -3.0620    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -1.6331    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0386    2.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636    2.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1011   -3.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -3.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5136   -3.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  4  5  1  0
  2  6  1  0
  4  7  1  0
  5  8  1  0
  3  9  1  0
  6 10  1  0
  9 10  1  0
  2 11  1  0
  8 12  1  0
  9 13  1  0
  4 14  2  0
  7 15  2  0
  7 16  1  0
  8 17  2  0
 13 18  2  0
 12 19  1  0
 18 19  1  0
  6 20  1  0
 11 21  1  0
 20 21  1  0
 15 22  1  0
 16 23  1  0
 13 24  1  0
 24 25  2  0
 15 27  1  0
 26 27  2  0
 16 28  2  0
 26 28  1  0
 19 29  2  0
 25 29  1  0
M  END

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: 402.43

Molecular Weight (Monoisotopic): 402.0962

AlogP: 3.39

#Rotatable Bonds: 3

Polar Surface Area: 73.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.06

CX Basic pKa: 6.97

CX LogP: 3.39

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.83

Np Likeness Score: -1.40

References

1. Weikert RJ, Bingham S, Emanuel MA, Fraser-Smith EB, Loughhead DG, Nelson PH, Poulton AL..  (1991)  Synthesis and anthelmintic activity of 3'-benzoylurea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole.,  34  (5): [PMID:2033588] [10.1021/jm00109a015]

Source

Source(1):

• Scientific Literature