N-(4-(3-((5-Methylthiophene)-2-sulfonamido)phenyl)thiazol-2-yl)acetamide

ID: ALA4535022

PubChem CID: 155547597

Max Phase: Preclinical

Molecular Formula: C16H15N3O3S3

Molecular Weight: 393.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1nc(-c2cccc(NS(=O)(=O)c3ccc(C)s3)c2)cs1

Standard InChI:  InChI=1S/C16H15N3O3S3/c1-10-6-7-15(24-10)25(21,22)19-13-5-3-4-12(8-13)14-9-23-16(18-14)17-11(2)20/h3-9,19H,1-2H3,(H,17,18,20)

Standard InChI Key:  LADVBKIIIZHALQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   14.8126   -7.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2253   -8.2173    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.6338   -7.5049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6437   -7.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6426   -8.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3506   -8.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0603   -8.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0574   -7.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3488   -6.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9345   -8.6277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5191   -8.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7686   -8.6266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8513   -9.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6509   -9.6059    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.0584   -8.8975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5106   -8.2912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8710   -8.8108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3524   -9.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1650   -9.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0213  -10.2182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7763   -8.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2311   -8.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6404   -9.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4384   -9.4406    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3092  -10.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  5 10  1  0
 10  2  1  0
  2 11  1  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 11 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 11  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535022

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 393.52

Molecular Weight (Monoisotopic): 393.0276

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 88.16

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.35

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -2.72

References

1. Millet A, Plaisant M, Ronco C, Ronco C, Cerezo M, Abbe P, Jaune E, Cavazza E, Rocchi S, Benhida R..  (2016)  Discovery and Optimization of N-(4-(3-Aminophenyl)thiazol-2-yl)acetamide as a Novel Scaffold Active against Sensitive and Resistant Cancer Cells.,  59  (18): [PMID:27575313] [10.1021/acs.jmedchem.6b00547]

Source

Source(1):

• Scientific Literature