1-methylcyclobutyl 9-(6-(2-chloro-4-cyanophenylamino)-5-fluoropyrimidin-4-yloxy)-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate

ID: ALA4173709

Chembl Id: CHEMBL4173709

PubChem CID: 68036809

Max Phase: Preclinical

Molecular Formula: C24H25ClFN5O4

Molecular Weight: 501.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(OC(=O)N2CC3COCC(C2)C3Oc2ncnc(Nc3ccc(C#N)cc3Cl)c2F)CCC1

Standard InChI:  InChI=1S/C24H25ClFN5O4/c1-24(5-2-6-24)35-23(32)31-9-15-11-33-12-16(10-31)20(15)34-22-19(26)21(28-13-29-22)30-18-4-3-14(8-27)7-17(18)25/h3-4,7,13,15-16,20H,2,5-6,9-12H2,1H3,(H,28,29,30)

Standard InChI Key:  TXQNJYZTOAHJHZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4173709

   (1-Methylcyclobutyl) 9-[6-(2-chloro-4-cyanoanilino)-5-fluoropyrimidin-4-yl]oxy-3-oxa-7-azabicyclo[3.3.1]nonane-7-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 501.95

Molecular Weight (Monoisotopic): 501.1579

AlogP: 4.29

#Rotatable Bonds: 5

Polar Surface Area: 109.60

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.25

CX Basic pKa: 2.59

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.65

Np Likeness Score: -0.69

References

1. Neelamkavil SF, Stamford AW, Kowalski T, Biswas D, Boyle C, Chackalamannil S, Xia Y, Jayne C, Neustadt B, Hao J, Liu H, Dai X, Baker H, Hawes B, O'Neill K, Tang H, Greenlee WJ..  (2018)  Discovery of MK-8282 as a Potent G-Protein-Coupled Receptor 119 Agonist for the Treatment of Type 2 Diabetes.,  9  (5): [PMID:29795759] [10.1021/acsmedchemlett.8b00073]

Source

Source(1):

• Scientific Literature