8-(((3R,4R)-3-((1,1-Dioxidotetrahydro-2H-thiopyran-4-yl)-methoxy)-1-methylpiperidin-4-yl)amino)-3-methyl-5-(5-methylpyridin-3-yl)-1,7-naphthyridin-2(1H)-one

ID: ALA3590408

Chembl Id: CHEMBL3590408

Max Phase: Preclinical

Molecular Formula: C27H35N5O4S

Molecular Weight: 525.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cncc(-c2cnc(N[C@@H]3CCN(C)C[C@H]3OCC3CCS(=O)(=O)CC3)c3[nH]c(=O)c(C)cc23)c1

Standard InChI:  InChI=1S/C27H35N5O4S/c1-17-10-20(13-28-12-17)22-14-29-26(25-21(22)11-18(2)27(33)31-25)30-23-4-7-32(3)15-24(23)36-16-19-5-8-37(34,35)9-6-19/h10-14,19,23-24H,4-9,15-16H2,1-3H3,(H,29,30)(H,31,33)/t23-,24-/m1/s1

Standard InChI Key:  BTTCKSLDCMBUAH-DNQXCXABSA-N

Alternative Forms

1. Parent:

   

   ALA3590408

   ---

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: 525.68

Molecular Weight (Monoisotopic): 525.2410

AlogP: 2.93

#Rotatable Bonds: 6

Polar Surface Area: 117.28

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.91

CX Basic pKa: 6.70

CX LogP: 1.07

CX LogD: 0.99

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.50

Np Likeness Score: -0.79

References

1. Bamborough P, Chung CW, Furze RC, Grandi P, Michon AM, Sheppard RJ, Barnett H, Diallo H, Dixon DP, Douault C, Jones EJ, Karamshi B, Mitchell DJ, Prinjha RK, Rau C, Watson RJ, Werner T, Demont EH..  (2015)  Structure-Based Optimization of Naphthyridones into Potent ATAD2 Bromodomain Inhibitors.,  58  (15): [PMID:26230603] [10.1021/acs.jmedchem.5b00773]

Source

Source(1):

• Scientific Literature