N-(4-(diethylamino)phenyl)-5-phenyloxazole-2-carboxamide

ID: ALA4877274

PubChem CID: 164628720

Max Phase: Preclinical

Molecular Formula: C20H21N3O2

Molecular Weight: 335.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)c2ncc(-c3ccccc3)o2)cc1

Standard InChI:  InChI=1S/C20H21N3O2/c1-3-23(4-2)17-12-10-16(11-13-17)22-19(24)20-21-14-18(25-20)15-8-6-5-7-9-15/h5-14H,3-4H2,1-2H3,(H,22,24)

Standard InChI Key:  ZRRZQTIBKTXHAI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.9886   -1.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368   -2.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9184   -2.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2679   -2.2166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8008   -1.5471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0823   -2.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -2.7689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3701   -2.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3005   -1.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5047   -1.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0697   -2.8735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0537   -3.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7852   -2.4788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848   -2.9011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4635   -3.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1623   -4.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8788   -3.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8922   -2.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1928   -2.5034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5790   -4.1647    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5641   -4.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2940   -3.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8491   -5.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3089   -2.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  2  0
  5  7  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 22 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877274

   ---

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: 335.41

Molecular Weight (Monoisotopic): 335.1634

AlogP: 4.44

#Rotatable Bonds: 6

Polar Surface Area: 58.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.48

CX Basic pKa: 5.36

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.50

References

1. Zhang R, Mo H, Ma YY, Zhao DG, Zhang K, Zhang T, Chen X, Zheng X..  (2021)  Synthesis and structure-activity relationships of 5-phenyloxazole-2-carboxylic acid derivatives as novel inhibitors of tubulin polymerization.,  40  [PMID:33753264] [10.1016/j.bmcl.2021.127968]

Source

Source(1):

• Scientific Literature