ID: ALA5284517

Max Phase: Preclinical

Molecular Formula: C18H22ClN9O7S

Molecular Weight: 543.95

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CC[C@H](N)C(=O)O)S(=O)(=O)c2cnc(Cl)cn2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H22ClN9O7S/c19-10-3-23-11(4-22-10)36(33,34)27(2-1-8(20)18(31)32)5-9-13(29)14(30)17(35-9)28-7-26-12-15(21)24-6-25-16(12)28/h3-4,6-9,13-14,17,29-30H,1-2,5,20H2,(H,31,32)(H2,21,24,25)/t8-,9+,13+,14+,17+/m0/s1

Standard InChI Key:  NUFHSMQFUWVWAB-ACSHICKMSA-N

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

Properties

Molecular Weight: 543.95

Molecular Weight (Monoisotopic): 543.1051

AlogP: -2.04

#Rotatable Bonds: 9

Polar Surface Area: 245.79

Molecular Species: ZWITTERION

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.00

CX Basic pKa: 9.09

CX LogP: -4.88

CX LogD: -4.88

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.20

Np Likeness Score: 0.13

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