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

ID: ALA4474511

PubChem CID: 155537100

Max Phase: Preclinical

Molecular Formula: C22H18ClN3O2S

Molecular Weight: 423.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)Nc2ccc(Cl)cc2)ccc1OCc1nc2ccccc2s1

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

Standard InChI Key:  QHCBQJCRMBXMOX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.7168  -20.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4249  -20.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4231  -19.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1317  -19.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1365  -20.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9209  -20.5622    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.4009  -19.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9131  -19.2304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2181  -19.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6225  -19.1785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4397  -19.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8504  -19.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6668  -19.8738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0720  -19.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6548  -18.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8398  -18.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8892  -19.1573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2926  -18.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1098  -18.4407    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8789  -17.7419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5235  -19.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1181  -19.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5312  -20.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3492  -20.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7525  -19.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3371  -19.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4451  -20.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7639  -21.2553    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
 13 28  1  0
 25 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474511

   ---

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: 11.67

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: -2.07

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