US9296745, 188

ID: ALA4115123

Chembl Id: CHEMBL4115123

PubChem CID: 89853814

Max Phase: Preclinical

Molecular Formula: C22H28ClN7O

Molecular Weight: 441.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(c1nc2ccc(N3CCC[C@@H](C(=O)N4CCCC4)C3)nc2[nH]1)n1cc(Cl)cn1

Standard InChI:  InChI=1S/C22H28ClN7O/c1-22(2,30-14-16(23)12-24-30)21-25-17-7-8-18(26-19(17)27-21)29-11-5-6-15(13-29)20(31)28-9-3-4-10-28/h7-8,12,14-15H,3-6,9-11,13H2,1-2H3,(H,25,26,27)/t15-/m1/s1

Standard InChI Key:  DWRUEFGJMMNWFI-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA4115123

   (R)-(1-(2-(2-(4-Chloro-1H-pyrazol-1-yl)propan-2-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone

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: 441.97

Molecular Weight (Monoisotopic): 441.2044

AlogP: 3.43

#Rotatable Bonds: 4

Polar Surface Area: 82.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.28

CX Basic pKa: 3.38

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.67

Np Likeness Score: -1.68

References

1.  (2016)  Diacylglycerol acyltransferase 2 inhibitors, 

2. Futatsugi K, Huard K, Kung DW, Pettersen JC, Flynn DA, Gosset JR, Aspnes GE, Barnes RJ, Cabral S, Dowling MS, Fernando DP, Goosen TC, Gorczyca WP, Hepworth D, Herr M, Lavergne S, Li Q, Niosi M, Orr STM, Pardo ID, Perez SM, Purkal J, Schmahai TJ, Shirai N, Shoieb AM, Zhou J, Goodwin B..  (2017)  Small structural changes of the imidazopyridine diacylglycerol acyltransferase 2 (DGAT2) inhibitors produce an improved safety profile.,  8  (4): [PMID:30108796] [10.1039/C6MD00564K]

Source

Source(2):

• Scientific Literature
• BindingDB Database