5-(3-chlorophenyl)-N-(thiazol-2-yl)furan-2-carboxamide

ID: ALA5279024

Max Phase: Preclinical

Molecular Formula: C14H9ClN2O2S

Molecular Weight: 304.76

Names and Identifiers

Canonical SMILES:  O=C(Nc1nccs1)c1ccc(-c2cccc(Cl)c2)o1

Standard InChI:  InChI=1S/C14H9ClN2O2S/c15-10-3-1-2-9(8-10)11-4-5-12(19-11)13(18)17-14-16-6-7-20-14/h1-8H,(H,16,17,18)

Standard InChI Key:  QORJPMCZSMSFII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -3.1390    0.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4244    1.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7125    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226   -0.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1390    0.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9979   -0.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2833    0.0343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354   -0.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0047   -1.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8193   -1.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1325   -0.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3460    0.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -0.9068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5130   -0.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266    0.1037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5681    0.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8536   -0.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2056   -1.1334    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8536   -0.3819    0.0000 Cl  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
  6  5  2  0
  1  6  1  0
  7  4  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 11 10  1  0
  7 11  2  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 15  2  0
 16 17  1  0
 17 18  2  0
 19 18  1  0
 15 19  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279024

   ---

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: 304.76

Molecular Weight (Monoisotopic): 304.0073

AlogP: 4.31

#Rotatable Bonds: 3

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.00

CX Basic pKa: ┄

CX LogP: 3.64

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -2.38

References

1. He M, Li YJ, Shao J, Li YS, Cui ZN..  (2023)  Synthesis and biological evaluation of 2,5-disubstituted furan derivatives containing 1,3-thiazole moiety as potential α-glucosidase inhibitors.,  83  [PMID:36764471] [10.1016/j.bmcl.2023.129173]

Source

Source(1):

• Scientific Literature