N-(5-((4-(2-(Hydroxyamino)-2-oxoethyl)phenyl)amino)-5-oxopentyl)benzamide

ID: ALA4083130

Chembl Id: CHEMBL4083130

PubChem CID: 124087053

Max Phase: Preclinical

Molecular Formula: C20H23N3O4

Molecular Weight: 369.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccc(NC(=O)CCCCNC(=O)c2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C20H23N3O4/c24-18(22-17-11-9-15(10-12-17)14-19(25)23-27)8-4-5-13-21-20(26)16-6-2-1-3-7-16/h1-3,6-7,9-12,27H,4-5,8,13-14H2,(H,21,26)(H,22,24)(H,23,25)

Standard InChI Key:  WAKQKBDEHMPHCU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4083130

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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: 369.42

Molecular Weight (Monoisotopic): 369.1689

AlogP: 2.27

#Rotatable Bonds: 9

Polar Surface Area: 107.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: 1.76

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: -0.99

References

1. Nikolaou A, Ninou I, Kokotou MG, Kaffe E, Afantitis A, Aidinis V, Kokotos G..  (2018)  Hydroxamic Acids Constitute a Novel Class of Autotaxin Inhibitors that Exhibit in Vivo Efficacy in a Pulmonary Fibrosis Model.,  61  (8): [PMID:29620892] [10.1021/acs.jmedchem.8b00232]

Source

Source(1):

• Scientific Literature