(E)-N-(4-amino-2-(methylthio)-6-oxo-1,6-dihydropyrimidin-5-yl)-5-(3-(4-chlorophenyl)acryloyl)-2-methoxybenzenesulfonamide

ID: ALA4582669

PubChem CID: 155558074

Max Phase: Preclinical

Molecular Formula: C21H19ClN4O5S2

Molecular Weight: 506.99

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2ccc(Cl)cc2)cc1S(=O)(=O)Nc1c(N)nc(SC)[nH]c1=O

Standard InChI:  InChI=1S/C21H19ClN4O5S2/c1-31-16-10-6-13(15(27)9-5-12-3-7-14(22)8-4-12)11-17(16)33(29,30)26-18-19(23)24-21(32-2)25-20(18)28/h3-11,26H,1-2H3,(H3,23,24,25,28)/b9-5+

Standard InChI Key:  ZCFQSDCBUSJKCY-WEVVVXLNSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    6.9614  -25.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5604  -24.8915    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1444  -25.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517  -23.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467  -24.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1492  -24.8811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572  -24.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8584  -23.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1553  -23.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1568  -22.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1450  -25.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4353  -26.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2717  -24.4891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9757  -24.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9632  -25.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6664  -26.1330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787  -25.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3834  -24.9093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6795  -24.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2505  -26.1181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0833  -26.1446    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772  -26.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6818  -23.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4498  -22.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8652  -22.0275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4513  -21.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7444  -20.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496  -19.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435  -19.5705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340  -19.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352  -20.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0419  -21.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6265  -19.5688    0.0000 Cl  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
  9 10  1  0
  6 11  1  0
 11 12  1  0
  7  2  1  0
  2 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 14  1  0
 15 20  1  0
 17 21  1  0
 21 22  1  0
 19 23  2  0
 10 24  1  0
 10 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4582669

   ---

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: 506.99

Molecular Weight (Monoisotopic): 506.0485

AlogP: 3.43

#Rotatable Bonds: 8

Polar Surface Area: 144.24

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.34

CX Basic pKa: ┄

CX LogP: 3.27

CX LogD: 2.99

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: -1.39

References

1. Castaño LF, Cuartas V, Bernal A, Insuasty A, Guzman J, Vidal O, Rubio V, Puerto G, Lukáč P, Vimberg V, Balíková-Novtoná G, Vannucci L, Janata J, Quiroga J, Abonia R, Nogueras M, Cobo J, Insuasty B..  (2019)  New chalcone-sulfonamide hybrids exhibiting anticancer and antituberculosis activity.,  176  [PMID:31096118] [10.1016/j.ejmech.2019.05.013]

Source

Source(1):

• Scientific Literature