2-((4-(1-(dimethylamino)ethyl)phenyl)amino)-6-fluorobenzo[d]thiazole-4-carboxamide

ID: ALA5197543

PubChem CID: 149599863

Max Phase: Preclinical

Molecular Formula: C18H19FN4OS

Molecular Weight: 358.44

Names and Identifiers

Canonical SMILES:  CC(c1ccc(Nc2nc3c(C(N)=O)cc(F)cc3s2)cc1)N(C)C

Standard InChI:  InChI=1S/C18H19FN4OS/c1-10(23(2)3)11-4-6-13(7-5-11)21-18-22-16-14(17(20)24)8-12(19)9-15(16)25-18/h4-10H,1-3H3,(H2,20,24)(H,21,22)

Standard InChI Key:  ZZNKSJOSXHEVOQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.6410   -1.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -1.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -2.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246   -2.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410   -2.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298   -2.3958    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298   -1.0607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551   -1.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802   -1.7283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928   -1.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805   -0.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179    0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298   -0.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1216   -1.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179    1.8424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3557    1.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3557   -2.5571    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265   -0.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    0.3340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2118    0.3340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    2.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2927    1.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  2  0
  9  7  1  0
  9 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 14 17  1  0
 17 18  1  0
 17 19  1  0
  6 20  1  0
  2 21  1  0
 21 22  2  0
 21 23  1  0
 18 24  1  0
 18 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5197543

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.44

Molecular Weight (Monoisotopic): 358.1264

AlogP: 3.90

#Rotatable Bonds: 5

Polar Surface Area: 71.25

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.68

CX Basic pKa: 9.24

CX LogP: 3.59

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.95

References

1. Nizi MG, Maksimainen MM, Lehtiö L, Tabarrini O..  (2022)  Medicinal Chemistry Perspective on Targeting Mono-ADP-Ribosylating PARPs with Small Molecules.,  65  (11.0): [PMID:35608571] [10.1021/acs.jmedchem.2c00281]

Source

Source(1):

• Scientific Literature