(2S)-2-amino-4-((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(1-cyanoethyl)amino)butanoic acid

ID: ALA5277079

Chembl Id: CHEMBL5277079

Max Phase: Preclinical

Molecular Formula: C17H24N8O5

Molecular Weight: 420.43

Names and Identifiers

Canonical SMILES:  CC(C#N)N(CC[C@H](N)C(=O)O)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C17H24N8O5/c1-8(4-18)24(3-2-9(19)17(28)29)5-10-12(26)13(27)16(30-10)25-7-23-11-14(20)21-6-22-15(11)25/h6-10,12-13,16,26-27H,2-3,5,19H2,1H3,(H,28,29)(H2,20,21,22)/t8?,9-,10+,12+,13+,16+/m0/s1

Standard InChI Key:  WYHCDZXROHBYPN-SGMWGILVSA-N

Alternative Forms

1. Parent:

   

   ALA5277079

   ---

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: 420.43

Molecular Weight (Monoisotopic): 420.1870

AlogP: -1.96

#Rotatable Bonds: 8

Polar Surface Area: 209.66

Molecular Species: ZWITTERION

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.75

CX Basic pKa: 9.19

CX LogP: -4.59

CX LogD: -4.59

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: 0.54

References

1. Schwickert M, Zimmermann RA, Habeck T, Hoba SN, Nidoieva Z, Fischer TR, Stark MM, Kersten C, Lermyte F, Helm M, Schirmeister T..  (2023)  Covalent S-Adenosylhomocysteine-Based DNA Methyltransferase 2 Inhibitors with a New Type of Aryl Warhead.,  14  (6): [PMID:37312859] [10.1021/acsmedchemlett.3c00062]

Source

Source(1):

• Scientific Literature