3-Sulfo-N-(4-carboxybenzyl)-1,8-naphthalimide, Potassium Salt

ID: ALA3110186

Chembl Id: CHEMBL3110186

PubChem CID: 76324885

Max Phase: Preclinical

Molecular Formula: C20H12KNO7S

Molecular Weight: 411.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(CN2C(=O)c3cccc4cc(S(=O)(=O)[O-])cc(c34)C2=O)cc1.[K+]

Standard InChI:  InChI=1S/C20H13NO7S.K/c22-18-15-3-1-2-13-8-14(29(26,27)28)9-16(17(13)15)19(23)21(18)10-11-4-6-12(7-5-11)20(24)25;/h1-9H,10H2,(H,24,25)(H,26,27,28);/q;+1/p-1

Standard InChI Key:  FISLMPLTSDNFPV-UHFFFAOYSA-M

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: 411.39

Molecular Weight (Monoisotopic): 411.0413

AlogP: 2.58

#Rotatable Bonds: 4

Polar Surface Area: 129.05

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.15

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: -3.03

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.72

References

1. MacGregor KA, Robertson MJ, Young KA, von Kleist L, Stahlschmidt W, Whiting A, Chau N, Robinson PJ, Haucke V, McCluskey A..  (2014)  Development of 1,8-naphthalimides as clathrin inhibitors.,  57  (1): [PMID:24299503] [10.1021/jm4015263]

Source

Source(1):

• Scientific Literature