1-(4-Fluorophenyl)-3-(6-methoxybenzothiazol-2-yl)urea

ID: ALA2235003

PubChem CID: 11709475

Max Phase: Preclinical

Molecular Formula: C15H12FN3O2S

Molecular Weight: 317.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(NC(=O)Nc3ccc(F)cc3)sc2c1

Standard InChI:  InChI=1S/C15H12FN3O2S/c1-21-11-6-7-12-13(8-11)22-15(18-12)19-14(20)17-10-4-2-9(16)3-5-10/h2-8H,1H3,(H2,17,18,19,20)

Standard InChI Key:  XLDXXNFUGHTPOL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.5825   -3.0747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5814   -3.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2894   -4.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2876   -2.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7771   -2.8134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9962   -3.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9988   -3.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7862   -4.1488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2652   -3.4770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0823   -3.4727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4871   -2.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3043   -2.7553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0748   -2.0552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7167   -3.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3079   -4.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7197   -4.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5376   -4.8705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9423   -4.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5285   -3.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759   -2.6661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8759   -1.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9515   -5.5751    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  6  4  2  0
  4  1  1  0
  6  7  1  0
  5  6  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  1 20  1  0
 20 21  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235003

   1-(4-Fluorophenyl)-3-(6-methoxy-1,3-benzothiazol-2-yl)urea

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: 317.35

Molecular Weight (Monoisotopic): 317.0634

AlogP: 4.09

#Rotatable Bonds: 3

Polar Surface Area: 63.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 3.93

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.76

Np Likeness Score: -2.55

References

1. Caputo R, Calabro ML, Micale N, Schimmer AD, Ali M, Zappala M, Grasso S.  (2012)  Synthesis of benzothiazole derivatives and their biological evaluation as anticancer agents,  21  (9): [10.1007/s00044-011-9789-8]

Source

Source(1):

• Scientific Literature