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

ID: ALA5273612

Chembl Id: CHEMBL5273612

Max Phase: Preclinical

Molecular Formula: C20H23BrN8O9S

Molecular Weight: 631.42

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)S(=O)(=O)c2ccc(Br)c([N+](=O)[O-])c2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H23BrN8O9S/c21-10-2-1-9(5-12(10)29(34)35)39(36,37)27(4-3-11(22)20(32)33)6-13-15(30)16(31)19(38-13)28-8-26-14-17(23)24-7-25-18(14)28/h1-2,5,7-8,11,13,15-16,19,30-31H,3-4,6,22H2,(H,32,33)(H2,23,24,25)/t11-,13+,15+,16+,19+/m0/s1

Standard InChI Key:  KQHFLVUZTSDWHK-KFAHYOAQSA-N

Alternative Forms

1. Parent:

   

   ALA5273612

   ---

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: 631.42

Molecular Weight (Monoisotopic): 630.0492

AlogP: -0.81

#Rotatable Bonds: 10

Polar Surface Area: 263.15

Molecular Species: ZWITTERION

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.96

CX Basic pKa: 9.09

CX LogP: -3.15

CX LogD: -3.16

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.14

Np Likeness Score: -0.30

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