6-(4-(4,5-dihydrooxazol-2-yl)phenyl)-1-(5-methylthiophen-2-yl)hex-5-yn-1-one

ID: ALA4441207

PubChem CID: 155515194

Max Phase: Preclinical

Molecular Formula: C20H19NO2S

Molecular Weight: 337.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)CCCC#Cc2ccc(C3=NCCO3)cc2)s1

Standard InChI:  InChI=1S/C20H19NO2S/c1-15-7-12-19(24-15)18(22)6-4-2-3-5-16-8-10-17(11-9-16)20-21-13-14-23-20/h7-12H,2,4,6,13-14H2,1H3

Standard InChI Key:  XDWJMVBWHZPDLS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    9.6541  -14.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3670  -14.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6572  -15.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9952  -15.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2530  -16.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0781  -16.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3299  -15.7443    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.5655  -17.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9444  -15.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432  -16.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6580  -16.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3744  -16.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3715  -15.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6562  -14.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2284  -16.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796  -16.1812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9271  -16.7938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3390  -17.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1460  -17.3376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0845  -14.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7973  -14.4449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5103  -14.0296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2262  -14.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9392  -14.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  3  1  0
  6  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  2  0
 13 20  1  0
 20 21  3  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24  1  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4441207

   ---

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: 337.44

Molecular Weight (Monoisotopic): 337.1136

AlogP: 4.24

#Rotatable Bonds: 5

Polar Surface Area: 38.66

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.85

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.46

Np Likeness Score: -0.68

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