2,2'-(3-(1H-imidazol-1-yl)propylazanediyl)bis(methylene)diisoindoline-1,3-dione

ID: ALA4169582

Chembl Id: CHEMBL4169582

PubChem CID: 2826248

Max Phase: Preclinical

Molecular Formula: C24H21N5O4

Molecular Weight: 443.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)N1CN(CCCn1ccnc1)CN1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C24H21N5O4/c30-21-17-6-1-2-7-18(17)22(31)28(21)15-27(12-5-11-26-13-10-25-14-26)16-29-23(32)19-8-3-4-9-20(19)24(29)33/h1-4,6-10,13-14H,5,11-12,15-16H2

Standard InChI Key:  FCGSEUHDKZDSCU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4169582

   2-([[(1,3-Dioxo-1,3-dihydro-2h-isoindol-2-yl)methyl][3-(1h-imidazol-1-yl)-propyl]amino]methyl)-1h-isoindole-1,3(2h)-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 443.46

Molecular Weight (Monoisotopic): 443.1594

AlogP: 2.08

#Rotatable Bonds: 8

Polar Surface Area: 95.82

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.54

CX LogP: 1.87

CX LogD: 1.83

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -1.02

References

1. Foik IP, Tuszynska I, Feder M, Purta E, Stefaniak F, Bujnicki JM..  (2018)  Novel inhibitors of the rRNA ErmC' methyltransferase to block resistance to macrolides, lincosamides, streptogramine B antibiotics.,  146  [PMID:29396363] [10.1016/j.ejmech.2017.11.032]

2. Jeremia L, Deprez BE, Dey D, Conn GL, Wuest WM..  (2023)  Ribosome-targeting antibiotics and resistance via ribosomal RNA methylation.,  14  (4): [PMID:37122541] [10.1039/d2md00459c]

Source

Source(1):

• Scientific Literature