4-amino-5-[3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]propylsulfanylmethyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

ID: ALA5189142

Chembl Id: CHEMBL5189142

PubChem CID: 156564569

Max Phase: Preclinical

Molecular Formula: C22H30N8O7S

Molecular Weight: 550.60

Names and Identifiers

Canonical SMILES:  Nc1nc(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1CSCCC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C22H30N8O7S/c23-18-10(5-29(22(35)28-18)14-4-11(32)13(6-31)36-14)7-38-3-1-2-12-16(33)17(34)21(37-12)30-9-27-15-19(24)25-8-26-20(15)30/h5,8-9,11-14,16-17,21,31-34H,1-4,6-7H2,(H2,23,28,35)(H2,24,25,26)/t11-,12+,13+,14+,16+,17+,21+/m0/s1

Standard InChI Key:  VBHJTRJFKDJUNR-HJKWLTBHSA-N

Alternative Forms

1. Parent:

   

   ALA5189142

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 550.60

Molecular Weight (Monoisotopic): 550.1958

AlogP: -1.48

#Rotatable Bonds: 9

Polar Surface Area: 229.91

Molecular Species: NEUTRAL

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.46

CX Basic pKa: 4.92

CX LogP: -2.24

CX LogD: -2.24

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: 0.76

References

1. Lamiable-Oulaidi F, Harijan RK, Shaffer KJ, Crump DR, Sun Y, Du Q, Gulab SA, Khan AA, Luxenburger A, Woolhouse AD, Sidoli S, Tyler PC, Schramm VL..  (2022)  Synthesis and Characterization of Transition-State Analogue Inhibitors against Human DNA Methyltransferase 1.,  65  (7.0): [PMID:35324190] [10.1021/acs.jmedchem.1c01869]

Source

Source(1):

• Scientific Literature