2-Chloro-4-[(2-(4-methylpiperazin-1-yl)-3,4-dioxocyclobutdioxocyclobuten-1-yl)amino]phenyl alpha-D-Mannopyranoside

ID: ALA2177628

Chembl Id: CHEMBL2177628

PubChem CID: 53376751

Max Phase: Preclinical

Molecular Formula: C21H26ClN3O8

Molecular Weight: 483.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2c(Nc3ccc(O[C@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]4O)c(Cl)c3)c(=O)c2=O)CC1

Standard InChI:  InChI=1S/C21H26ClN3O8/c1-24-4-6-25(7-5-24)15-14(17(28)18(15)29)23-10-2-3-12(11(22)8-10)32-21-20(31)19(30)16(27)13(9-26)33-21/h2-3,8,13,16,19-21,23,26-27,30-31H,4-7,9H2,1H3/t13-,16-,19+,20+,21+/m1/s1

Standard InChI Key:  OVFSRWMGARZIAS-YVNBQAQUSA-N

Alternative Forms

1. Parent:

   

   ALA2177628

   2-Chloro-4-{[2-(4-Methylpiperazin-1-Yl)-3,4-Dioxocyclobut-1-En-1-Yl]amino}phenyl Alpha-D-Mannopyranoside

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: 483.91

Molecular Weight (Monoisotopic): 483.1408

AlogP: -1.39

#Rotatable Bonds: 6

Polar Surface Area: 152.03

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.86

CX Basic pKa: 6.03

CX LogP: -0.74

CX LogD: -0.76

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.31

Np Likeness Score: 0.31

References

1. Scharenberg M, Schwardt O, Rabbani S, Ernst B..  (2012)  Target Selectivity of FimH Antagonists.,  55  (22): [PMID:23088608] [10.1021/jm3010338]

Source

Source(1):

• Scientific Literature