6-fluoro-2-((4-(1-hydroxyethyl)phenyl)amino)benzo[d]thiazole-4-carboxamide

ID: ALA5207198

PubChem CID: 168297235

Max Phase: Preclinical

Molecular Formula: C16H14FN3O2S

Molecular Weight: 331.37

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H14FN3O2S/c1-8(21)9-2-4-11(5-3-9)19-16-20-14-12(15(18)22)6-10(17)7-13(14)23-16/h2-8,21H,1H3,(H2,18,22)(H,19,20)

Standard InChI Key:  KLLRLQDBLULRDX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.9265   -0.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2145   -1.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9246   -2.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298   -2.0384    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298   -0.7033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0551   -1.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8802   -1.3710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2928   -0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8805    0.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2925    0.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179    0.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5298    0.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1216   -0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    1.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1179    2.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3557    1.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3557   -2.1998    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9265    0.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6410    0.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2118    0.6913    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA5207198

   ---

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: 331.37

Molecular Weight (Monoisotopic): 331.0791

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 88.24

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.67

CX Basic pKa: 1.54

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -1.74

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