(1S,5S)-isopropyl 3-(6-(2-chloro-4-cyanophenylamino)-5-fluoropyrimidin-4-yloxy)-8-azabicyclo[3.2.1]octane-8-carboxylate

ID: ALA4164666

Chembl Id: CHEMBL4164666

PubChem CID: 145963524

Max Phase: Preclinical

Molecular Formula: C22H23ClFN5O3

Molecular Weight: 459.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)N1[C@H]2CC[C@H]1CC(Oc1ncnc(Nc3ccc(C#N)cc3Cl)c1F)C2

Standard InChI:  InChI=1S/C22H23ClFN5O3/c1-12(2)31-22(30)29-14-4-5-15(29)9-16(8-14)32-21-19(24)20(26-11-27-21)28-18-6-3-13(10-25)7-17(18)23/h3,6-7,11-12,14-16H,4-5,8-9H2,1-2H3,(H,26,27,28)/t14-,15-/m0/s1

Standard InChI Key:  SMJQLJGGSGVIGM-GJZGRUSLSA-N

Alternative Forms

1. Parent:

   

   ALA4164666

   ---

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: 459.91

Molecular Weight (Monoisotopic): 459.1473

AlogP: 4.80

#Rotatable Bonds: 5

Polar Surface Area: 100.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: 2.59

CX LogP: 4.30

CX LogD: 4.29

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.68

Np Likeness Score: -1.30

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