3-(4-{3-Oxabicyclo[4.1.0]heptan-6-yl}pyrimidin-2-yl)phenol

ID: ALA4553989

PubChem CID: 155555623

Max Phase: Preclinical

Molecular Formula: C16H16N2O2

Molecular Weight: 268.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(-c2nccc(C34CCOCC3C4)n2)c1

Standard InChI:  InChI=1S/C16H16N2O2/c19-13-3-1-2-11(8-13)15-17-6-4-14(18-15)16-5-7-20-10-12(16)9-16/h1-4,6,8,12,19H,5,7,9-10H2

Standard InChI Key:  AEIPQWQRUBJPGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
    3.5382  -12.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5371  -12.8493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2515  -13.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676  -12.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9648  -12.0188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2497  -11.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9598   -9.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464   -9.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5317   -9.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5306  -10.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787  -13.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787  -14.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3926  -14.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1070  -14.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1030  -13.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3885  -12.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8150  -12.8378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603  -10.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444  -10.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9622  -11.2056    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
 19 10  1  0
 18  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 19  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4 11  1  0
 15 17  1  0
 19 18  1  0
 20 19  1  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553989

   ---

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: 268.32

Molecular Weight (Monoisotopic): 268.1212

AlogP: 2.53

#Rotatable Bonds: 2

Polar Surface Area: 55.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.41

CX Basic pKa: 2.07

CX LogP: 2.70

CX LogD: 2.70

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -0.02

References

1. Hobbs H, Bravi G, Campbell I, Convery M, Davies H, Inglis G, Pal S, Peace S, Redmond J, Summers D..  (2019)  Discovery of 3-Oxabicyclo[4.1.0]heptane, a Non-nitrogen Containing Morpholine Isostere, and Its Application in Novel Inhibitors of the PI3K-AKT-mTOR Pathway.,  62  (15): [PMID:31283227] [10.1021/acs.jmedchem.9b00348]

Source

Source(1):

• Scientific Literature