1-(4-(Benzo[d]thiazol-2-ylmethoxy)-2-methylphenyl)-3-(4-chIorophenyl)urea

ID: ALA4513805

PubChem CID: 155539161

Max Phase: Preclinical

Molecular Formula: C22H18ClN3O2S

Molecular Weight: 423.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(OCc2nc3ccccc3s2)ccc1NC(=O)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C22H18ClN3O2S/c1-14-12-17(28-13-21-25-19-4-2-3-5-20(19)29-21)10-11-18(14)26-22(27)24-16-8-6-15(23)7-9-16/h2-12H,13H2,1H3,(H2,24,26,27)

Standard InChI Key:  FUFQSQIDXQMXCV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.9845   -9.3481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9834  -10.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6914  -10.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6897   -8.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3983   -9.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4031  -10.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1875  -10.4175    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6675   -9.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1797   -9.0856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4847   -9.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8891   -9.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7063   -9.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1169   -9.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9333   -9.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3386   -9.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9214   -8.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1063   -8.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1557   -9.0125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5592   -8.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3764   -8.2960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1455   -7.5972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7901   -9.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3847   -9.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7977  -10.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6158  -10.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0190   -9.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6037   -8.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3458  -10.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0304  -11.1106    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 14 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513805

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 423.93

Molecular Weight (Monoisotopic): 423.0808

AlogP: 6.48

#Rotatable Bonds: 5

Polar Surface Area: 63.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.70

CX Basic pKa: 1.32

CX LogP: 6.02

CX LogD: 6.02

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -2.34

References

1. Vieider L, Romp E, Temml V, Fischer J, Kretzer C, Schoenthaler M, Taha A, Hernández-Olmos V, Sturm S, Schuster D, Werz O, Garscha U, Matuszczak B..  (2019)  Synthesis, Biological Evaluation and Structure-Activity Relationships of Diflapolin Analogues as Dual sEH/FLAP Inhibitors.,  10  (1): [PMID:30655948] [10.1021/acsmedchemlett.8b00415]

Source

Source(1):

• Scientific Literature