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

ID: ALA5269017

Chembl Id: CHEMBL5269017

Max Phase: Preclinical

Molecular Formula: C21H28N8O5

Molecular Weight: 472.51

Names and Identifiers

Canonical SMILES:  Nc1cccc(CN(CC[C@H](N)C(=O)O)C[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)c1

Standard InChI:  InChI=1S/C21H28N8O5/c22-12-3-1-2-11(6-12)7-28(5-4-13(23)21(32)33)8-14-16(30)17(31)20(34-14)29-10-27-15-18(24)25-9-26-19(15)29/h1-3,6,9-10,13-14,16-17,20,30-31H,4-5,7-8,22-23H2,(H,32,33)(H2,24,25,26)/t13-,14+,16+,17+,20+/m0/s1

Standard InChI Key:  XICAWFYRKFUMTE-SWQDORGXSA-N

Alternative Forms

1. Parent:

   

   ALA5269017

   ---

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: 472.51

Molecular Weight (Monoisotopic): 472.2183

AlogP: -1.09

#Rotatable Bonds: 9

Polar Surface Area: 211.89

Molecular Species: ZWITTERION

HBA: 12

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.68

CX Basic pKa: 9.19

CX LogP: -3.86

CX LogD: -3.88

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: 0.20

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