ID: ALA4280459

Max Phase: Preclinical

Molecular Formula: C20H25ClN8O

Molecular Weight: 428.93

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(c1nc2cnc(N3CCC[C@@H](C(=O)N4CCCC4)C3)nc2[nH]1)n1cc(Cl)cn1

Standard InChI:  InChI=1S/C20H25ClN8O/c1-13(29-12-15(21)9-23-29)17-24-16-10-22-20(26-18(16)25-17)28-8-4-5-14(11-28)19(30)27-6-2-3-7-27/h9-10,12-14H,2-8,11H2,1H3,(H,22,24,25,26)/t13?,14-/m1/s1

Standard InChI Key:  VKZMFONLOPNWIE-ARLHGKGLSA-N

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

Properties

Molecular Weight: 428.93

Molecular Weight (Monoisotopic): 428.1840

AlogP: 2.65

#Rotatable Bonds: 4

Polar Surface Area: 95.83

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.13

CX Basic pKa: 3.59

CX LogP: 2.16

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.69

Np Likeness Score: -1.76

References

1. 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]

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(1):

• Scientific Literature