3-[4-(2-Methanesulfonylpropan-2-yl)-6-{(1R,6S)-3-oxabicyclo[4.1.0]heptan-6-yl}pyrimidin-2-yl]phenol

ID: ALA4522844

PubChem CID: 155543736

Max Phase: Preclinical

Molecular Formula: C20H24N2O4S

Molecular Weight: 388.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(c1cc([C@@]23CCOC[C@@H]2C3)nc(-c2cccc(O)c2)n1)S(C)(=O)=O

Standard InChI:  InChI=1S/C20H24N2O4S/c1-19(2,27(3,24)25)16-10-17(20-7-8-26-12-14(20)11-20)22-18(21-16)13-5-4-6-15(23)9-13/h4-6,9-10,14,23H,7-8,11-12H2,1-3H3/t14-,20+/m0/s1

Standard InChI Key:  UGPOTDKTCTWFSI-VBKZILBWSA-N

Molfile:  

 
     RDKit          2D

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    4.9899  -12.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768  -13.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8602  -11.5389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2770  -12.2560    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6896  -11.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7097  -11.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7085  -12.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4237  -12.6713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1404  -12.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376  -11.4268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4219  -11.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1327   -8.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4185   -8.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7031   -8.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7019   -9.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8524  -12.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8523  -13.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5669  -13.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2821  -13.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2782  -12.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5630  -12.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9909  -12.2467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1332   -9.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4166  -10.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1351  -10.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8454  -10.1966    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5637  -12.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522844

   ---

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: 388.49

Molecular Weight (Monoisotopic): 388.1457

AlogP: 2.81

#Rotatable Bonds: 4

Polar Surface Area: 89.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.41

CX Basic pKa: 1.23

CX LogP: 2.59

CX LogD: 2.58

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.87

Np Likeness Score: -0.13

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