2-(4-aminobenzamido)benzo[d]thiazole-6-carboxylic acid

ID: ALA213945

PubChem CID: 3589340

Max Phase: Preclinical

Molecular Formula: C15H11N3O3S

Molecular Weight: 313.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(C(=O)Nc2nc3ccc(C(=O)O)cc3s2)cc1

Standard InChI:  InChI=1S/C15H11N3O3S/c16-10-4-1-8(2-5-10)13(19)18-15-17-11-6-3-9(14(20)21)7-12(11)22-15/h1-7H,16H2,(H,20,21)(H,17,18,19)

Standard InChI Key:  XDSIWTHGONQBHK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    1.9954    0.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848    0.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1964   -0.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4101    0.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1915    0.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0434    0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4548    0.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4588   -0.6508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2835   -0.6487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7685    0.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5557   -0.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5558   -1.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7695   -1.3154    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2715    0.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850   -0.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896   -1.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2693   -1.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7027   -1.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4202   -1.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -2.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2625    0.0376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  1  6  1  0
  6  2  2  0
  5 22  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  1  0
 12 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
 19 20  1  0
 19 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA213945

   2-[(4-Aminobenzoyl)amino]-1,3-benzothiazole-6-carboxylic acid

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: 313.34

Molecular Weight (Monoisotopic): 313.0521

AlogP: 2.83

#Rotatable Bonds: 3

Polar Surface Area: 105.31

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 2.58

CX LogP: 2.48

CX LogD: -0.62

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -1.73

References

1. Dayam R, Aiello F, Deng J, Wu Y, Garofalo A, Chen X, Neamati N..  (2006)  Discovery of small molecule integrin alphavbeta3 antagonists as novel anticancer agents.,  49  (15): [PMID:16854058] [10.1021/jm051296s]

Source

Source(1):

• Scientific Literature