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

ID: ALA4521577

PubChem CID: 155542667

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O2S

Molecular Weight: 409.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(OCc2nc3ccccc3s2)cc1)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C21H16ClN3O2S/c22-16-5-1-2-6-17(16)25-21(26)23-14-9-11-15(12-10-14)27-13-20-24-18-7-3-4-8-19(18)28-20/h1-12H,13H2,(H2,23,25,26)

Standard InChI Key:  DGCBUNZRPKGEDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.0077   -5.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7158   -6.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7140   -4.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4226   -4.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4274   -5.7062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2118   -5.9560    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.6918   -5.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2040   -4.6241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5090   -5.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9134   -4.5722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7306   -4.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1412   -5.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9577   -5.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3629   -4.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9457   -3.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1307   -3.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1801   -4.5510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5835   -3.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4007   -3.8344    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.1698   -3.1356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8144   -4.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4090   -5.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8221   -5.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6401   -5.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0434   -5.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6280   -4.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0278   -3.8152    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
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 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521577

   ---

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: 409.90

Molecular Weight (Monoisotopic): 409.0652

AlogP: 6.17

#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: 10.89

CX Basic pKa: 1.32

CX LogP: 5.50

CX LogD: 5.50

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.41

Np Likeness Score: -2.26

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