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

ID: ALA5285210

Chembl Id: CHEMBL5285210

Max Phase: Preclinical

Molecular Formula: C20H23Cl2N7O7S

Molecular Weight: 576.42

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)S(=O)(=O)c2ccc(Cl)cc2Cl)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H23Cl2N7O7S/c21-9-1-2-13(10(22)5-9)37(34,35)28(4-3-11(23)20(32)33)6-12-15(30)16(31)19(36-12)29-8-27-14-17(24)25-7-26-18(14)29/h1-2,5,7-8,11-12,15-16,19,30-31H,3-4,6,23H2,(H,32,33)(H2,24,25,26)/t11-,12+,15+,16+,19+/m0/s1

Standard InChI Key:  NTVZWHJHDKMWAU-NSDPQSHHSA-N

Alternative Forms

1. Parent:

   

   ALA5285210

   ---

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: 576.42

Molecular Weight (Monoisotopic): 575.0757

AlogP: -0.17

#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: 1.29

CX Basic pKa: 9.09

CX LogP: -2.65

CX LogD: -2.66

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: -0.17

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