3-Ethyl-1-[4-(4-{3-oxabicyclo[4.1.0]heptan-6-yl}pyrimidin-2-yl)phenyl]urea

ID: ALA4520553

PubChem CID: 155542051

Max Phase: Preclinical

Molecular Formula: C19H22N4O2

Molecular Weight: 338.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)Nc1ccc(-c2nccc(C34CCOCC3C4)n2)cc1

Standard InChI:  InChI=1S/C19H22N4O2/c1-2-20-18(24)22-15-5-3-13(4-6-15)17-21-9-7-16(23-17)19-8-10-25-12-14(19)11-19/h3-7,9,14H,2,8,10-12H2,1H3,(H2,20,22,24)

Standard InChI Key:  KJYGQABPFHCAMC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   22.7656  -19.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7644  -20.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4793  -21.1155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1957  -20.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1928  -19.8716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4775  -19.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1880  -17.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4741  -16.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7591  -17.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7578  -18.2352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9073  -21.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9072  -21.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6215  -22.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3364  -21.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3323  -21.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6176  -20.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1885  -18.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4722  -18.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1903  -19.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0521  -22.3470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7653  -21.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4810  -22.3428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7629  -21.1074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1943  -21.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9099  -22.3387    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
 18 10  1  0
 17  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  6 18  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
 18 17  1  0
 19 18  1  0
 17 19  1  0
 14 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520553

   ---

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: 338.41

Molecular Weight (Monoisotopic): 338.1743

AlogP: 2.96

#Rotatable Bonds: 4

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: 2.18

CX LogP: 2.63

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.90

Np Likeness Score: -1.12

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