(4S,5R)-4-((1H-imidazole-1-yl)methyl)-2-([1,1'-biphenyl]-4-yl)-5-methyl-4,5-dihydrooxazole

ID: ALA4868032

PubChem CID: 164618460

Max Phase: Preclinical

Molecular Formula: C20H19N3O

Molecular Weight: 317.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H]1OC(c2ccc(-c3ccccc3)cc2)=N[C@H]1Cn1ccnc1

Standard InChI:  InChI=1S/C20H19N3O/c1-15-19(13-23-12-11-21-14-23)22-20(24-15)18-9-7-17(8-10-18)16-5-3-2-4-6-16/h2-12,14-15,19H,13H2,1H3/t15-,19+/m1/s1

Standard InChI Key:  IRJAMUXDHIWSPA-BEFAXECRSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    0.7034  -18.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7023  -18.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4176  -19.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1347  -18.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1318  -18.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158  -17.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424  -17.6569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5592  -18.0663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681  -17.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655  -16.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5480  -16.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379  -16.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9771  -15.5903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9788  -16.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7598  -16.6680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2422  -16.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7602  -15.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0688  -16.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4773  -16.7158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1428  -17.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566  -18.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4732  -17.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3008  -16.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0148  -14.5558    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  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 16 18  1  6
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 17 24  1  6
 10 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868032

   ---

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: 317.39

Molecular Weight (Monoisotopic): 317.1528

AlogP: 3.78

#Rotatable Bonds: 4

Polar Surface Area: 39.41

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.77

CX LogP: 3.84

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.43

References

1. Zhao L, Yin W, Sun Y, Sun N, Tian L, Zheng Y, Zhang C, Zhao S, Su X, Zhao D, Cheng M..  (2021)  Improving the metabolic stability of antifungal compounds based on a scaffold hopping strategy: Design, synthesis, and structure-activity relationship studies of dihydrooxazole derivatives.,  224  [PMID:34364163] [10.1016/j.ejmech.2021.113715]

Source

Source(1):

• Scientific Literature