rac-5-(4-(4,5-dihydrooxazol-2-yl)phenylsulfinyl)-1-(5-methylthiophen-2-yl)pentan-1-one

ID: ALA4458154

PubChem CID: 155526360

Max Phase: Preclinical

Molecular Formula: C19H21NO3S2

Molecular Weight: 375.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)CCCC[S+]([O-])c2ccc(C3=NCCO3)cc2)s1

Standard InChI:  InChI=1S/C19H21NO3S2/c1-14-5-10-18(24-14)17(21)4-2-3-13-25(22)16-8-6-15(7-9-16)19-20-11-12-23-19/h5-10H,2-4,11-13H2,1H3

Standard InChI Key:  OVLRTUNSFWLTMG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   18.2205   -8.5624    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.0816   -8.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0804   -9.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7953  -10.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5116   -9.8100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5088   -8.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7935   -8.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3657  -10.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6169   -9.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0644  -10.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4763  -11.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2834  -11.0419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9377   -8.9741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6506   -8.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3666   -8.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0795   -8.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7955   -8.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5084   -8.5482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7986   -9.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1366  -10.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3945  -11.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2195  -11.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4714  -10.2695    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.7070  -11.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2168   -7.7374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  2  0
  6  1  1  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  1  0
 22 24  1  0
  1 25  1  0
M  CHG  2   1   1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4458154

   ---

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: 375.51

Molecular Weight (Monoisotopic): 375.0963

AlogP: 3.99

#Rotatable Bonds: 8

Polar Surface Area: 61.72

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.48

CX LogP: 3.46

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -0.57

References

1. Madia VN, Messore A, Pescatori L, Saccoliti F, Tudino V, De Leo A, Scipione L, Fiore L, Rhoden E, Manetti F, Oberste MS, Di Santo R, Costi R..  (2019)  In Vitro Antiviral Activity of New Oxazoline Derivatives as Potent Poliovirus Inhibitors.,  62  (2): [PMID:30512950] [10.1021/acs.jmedchem.8b01482]

Source

Source(1):

• Scientific Literature