2,6-Difluoro-N-(6-methoxybenzothiazol-2-yl)benzamide

ID: ALA2235001

Cas Number: 325988-77-0

PubChem CID: 741712

Max Phase: Preclinical

Molecular Formula: C15H10F2N2O2S

Molecular Weight: 320.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(NC(=O)c3c(F)cccc3F)sc2c1

Standard InChI:  InChI=1S/C15H10F2N2O2S/c1-21-8-5-6-11-12(7-8)22-15(18-11)19-14(20)13-9(16)3-2-4-10(13)17/h2-7H,1H3,(H,18,19,20)

Standard InChI Key:  UYICIIPPCNOMGF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.1972  -17.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1960  -18.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9041  -18.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023  -16.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918  -17.0152    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6109  -17.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6135  -18.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4009  -18.3506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8798  -17.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6970  -17.6745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1018  -16.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6894  -16.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905  -16.8679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4906  -16.0507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9190  -16.9561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3307  -17.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1471  -17.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5518  -16.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1342  -16.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3191  -16.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9033  -15.5433    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.9260  -18.3715    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  2  0
  1 13  1  0
 13 14  1  0
 11 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 20 21  1  0
 16 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2235001

   2,6-difluoro-N-(6-methoxy-1,3-benzothiazol-2-yl)benzamide

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: 320.32

Molecular Weight (Monoisotopic): 320.0431

AlogP: 3.84

#Rotatable Bonds: 3

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: ┄

CX LogP: 4.02

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -2.36

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