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

ID: ALA5270625

Chembl Id: CHEMBL5270625

Max Phase: Preclinical

Molecular Formula: C22H26F3N7O5

Molecular Weight: 525.49

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)Cc2ccc(C(F)(F)F)cc2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C22H26F3N7O5/c23-22(24,25)12-3-1-11(2-4-12)7-31(6-5-13(26)21(35)36)8-14-16(33)17(34)20(37-14)32-10-30-15-18(27)28-9-29-19(15)32/h1-4,9-10,13-14,16-17,20,33-34H,5-8,26H2,(H,35,36)(H2,27,28,29)/t13-,14+,16+,17+,20+/m0/s1

Standard InChI Key:  PWVCMZGQEZUDNL-SWQDORGXSA-N

Alternative Forms

1. Parent:

   

   ALA5270625

   ---

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: 525.49

Molecular Weight (Monoisotopic): 525.1948

AlogP: 0.35

#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: 2.64

CX Basic pKa: 9.19

CX LogP: -2.14

CX LogD: -2.14

Aromatic Rings: 3

Heavy Atoms: 37

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