2-(quinolin-5-ylamino)thiazole-4-carboxylic acid

ID: ALA5172087

Cas Number: 1189749-55-0

PubChem CID: 45493814

Max Phase: Preclinical

Molecular Formula: C13H9N3O2S

Molecular Weight: 271.30

Names and Identifiers

Canonical SMILES:  O=C(O)c1csc(Nc2cccc3ncccc23)n1

Standard InChI:  InChI=1S/C13H9N3O2S/c17-12(18)11-7-19-13(16-11)15-10-5-1-4-9-8(10)3-2-6-14-9/h1-7H,(H,15,16)(H,17,18)

Standard InChI Key:  LLPYDLLSSUPBFA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -1.1969   -0.8537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8644   -0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6094    0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7844    0.4159    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294   -0.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2676   -0.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6615   -0.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8751   -1.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2450    0.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8511    0.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6377    0.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2200    1.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0174    1.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2314    0.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6516   -0.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0267    0.1644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2450   -0.6310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -1.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -1.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  6  5  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  6 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 14 16  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5172087

   2-(Quinolin-5-ylamino)-1,3-thiazole-4-carboxylic acid

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: 271.30

Molecular Weight (Monoisotopic): 271.0415

AlogP: 3.13

#Rotatable Bonds: 3

Polar Surface Area: 75.11

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: 4.45

CX LogP: 2.20

CX LogD: -0.23

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.77

Np Likeness Score: -1.74

References

1. Proj M, Hrast M, Knez D, Bozovičar K, Grabrijan K, Meden A, Gobec S, Frlan R..  (2022)  Fragment-Sized Thiazoles in Fragment-Based Drug Discovery Campaigns: Friend or Foe?,  13  (12.0): [PMID:36518695] [10.1021/acsmedchemlett.2c00429]

Source

Source(1):

• Scientific Literature