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

ID: ALA5274904

Chembl Id: CHEMBL5274904

Max Phase: Preclinical

Molecular Formula: C20H25N7O7S

Molecular Weight: 507.53

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)S(=O)(=O)c2ccccc2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H25N7O7S/c21-12(20(30)31)6-7-26(35(32,33)11-4-2-1-3-5-11)8-13-15(28)16(29)19(34-13)27-10-25-14-17(22)23-9-24-18(14)27/h1-5,9-10,12-13,15-16,19,28-29H,6-8,21H2,(H,30,31)(H2,22,23,24)/t12-,13+,15+,16+,19+/m0/s1

Standard InChI Key:  FOKCFMQNTOJSFW-BPAMBQHCSA-N

Alternative Forms

1. Parent:

   

   ALA5274904

   ---

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: 507.53

Molecular Weight (Monoisotopic): 507.1536

AlogP: -1.48

#Rotatable Bonds: 9

Polar Surface Area: 220.01

Molecular Species: ZWITTERION

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.34

CX Basic pKa: 9.09

CX LogP: -3.86

CX LogD: -3.86

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.22

Np Likeness Score: 0.07

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