1-(4-(Benzo[d]thiazol-2-ylmethoxy)-3-methylphenyl)-3-(3,5-dichlorophenyl)urea

ID: ALA4559364

PubChem CID: 155558153

Max Phase: Preclinical

Molecular Formula: C22H17Cl2N3O2S

Molecular Weight: 458.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(NC(=O)Nc2cc(Cl)cc(Cl)c2)ccc1OCc1nc2ccccc2s1

Standard InChI:  InChI=1S/C22H17Cl2N3O2S/c1-13-8-16(25-22(28)26-17-10-14(23)9-15(24)11-17)6-7-19(13)29-12-21-27-18-4-2-3-5-20(18)30-21/h2-11H,12H2,1H3,(H2,25,26,28)

Standard InChI Key:  RFCWVWJZLAAPQL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.7494  -19.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7482  -19.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4563  -20.3582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4545  -18.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1631  -19.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1679  -19.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9523  -20.1990    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.4323  -19.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9445  -18.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.2495  -19.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6539  -18.8153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4711  -18.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8817  -19.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6981  -19.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1034  -18.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6862  -18.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8711  -18.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9205  -18.7941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3240  -18.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1412  -18.0775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.9103  -17.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5549  -18.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1495  -19.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5625  -20.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3806  -20.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7838  -19.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3685  -18.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4765  -20.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1587  -20.9039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   42.6010  -19.4635    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
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 12 13  2  0
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 14 15  2  0
 15 16  1  0
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 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
 24 29  1  0
 26 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559364

   ---

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: 458.37

Molecular Weight (Monoisotopic): 457.0419

AlogP: 7.13

#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: 11.36

CX Basic pKa: 1.32

CX LogP: 6.62

CX LogD: 6.62

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -2.09

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