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

ID: ALA2235004

PubChem CID: 771022

Max Phase: Preclinical

Molecular Formula: C16H15N3O3S

Molecular Weight: 329.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)Nc2nc3ccc(OC)cc3s2)cc1

Standard InChI:  InChI=1S/C16H15N3O3S/c1-21-11-5-3-10(4-6-11)17-15(20)19-16-18-13-8-7-12(22-2)9-14(13)23-16/h3-9H,1-2H3,(H2,17,18,19,20)

Standard InChI Key:  GGWKDIDSTOXJSW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   13.1273   -7.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1262   -7.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8342   -8.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8324   -6.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3219   -6.7673    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.5410   -7.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5436   -7.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3310   -8.1027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8100   -7.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6271   -7.4265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0319   -6.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8491   -6.7092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6196   -6.0091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2615   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8527   -8.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2645   -8.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0824   -8.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4871   -8.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0733   -7.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4206   -6.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4207   -5.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4963   -9.5290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0929  -10.2397    0.0000 C   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
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235004

   1-(6-Methoxy-1,3-benzothiazol-2-yl)-3-(4-methoxyphenyl)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: 329.38

Molecular Weight (Monoisotopic): 329.0834

AlogP: 3.96

#Rotatable Bonds: 4

Polar Surface Area: 72.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.29

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.76

Np Likeness Score: -2.08

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