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

ID: ALA5287157

Chembl Id: CHEMBL5287157

Max Phase: Preclinical

Molecular Formula: C21H25Cl2N7O5

Molecular Weight: 526.38

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)Cc2ccc(Cl)cc2Cl)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C21H25Cl2N7O5/c22-11-2-1-10(12(23)5-11)6-29(4-3-13(24)21(33)34)7-14-16(31)17(32)20(35-14)30-9-28-15-18(25)26-8-27-19(15)30/h1-2,5,8-9,13-14,16-17,20,31-32H,3-4,6-7,24H2,(H,33,34)(H2,25,26,27)/t13-,14+,16+,17+,20+/m0/s1

Standard InChI Key:  SOYOFPAKKMGZQI-SWQDORGXSA-N

Alternative Forms

1. Parent:

   

   ALA5287157

   ---

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: 526.38

Molecular Weight (Monoisotopic): 525.1294

AlogP: 0.64

#Rotatable Bonds: 9

Polar Surface Area: 185.87

Molecular Species: ZWITTERION

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.77

CX Basic pKa: 9.19

CX LogP: -1.77

CX LogD: -1.77

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.26

Np Likeness Score: 0.05

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