Methyl (S)-6-(Hydroxyamino)-6-oxo-2-(6-oxo-6-(phenylamino)-hexanamido)hexanoate

ID: ALA4094633

Chembl Id: CHEMBL4094633

PubChem CID: 124087073

Max Phase: Preclinical

Molecular Formula: C19H27N3O6

Molecular Weight: 393.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CCCC(=O)NO)NC(=O)CCCCC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C19H27N3O6/c1-28-19(26)15(10-7-13-18(25)22-27)21-17(24)12-6-5-11-16(23)20-14-8-3-2-4-9-14/h2-4,8-9,15,27H,5-7,10-13H2,1H3,(H,20,23)(H,21,24)(H,22,25)/t15-/m0/s1

Standard InChI Key:  AOXVKYVXUYROPE-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA4094633

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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: 393.44

Molecular Weight (Monoisotopic): 393.1900

AlogP: 1.52

#Rotatable Bonds: 12

Polar Surface Area: 133.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 0.82

CX LogD: 0.80

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.18

Np Likeness Score: -0.33

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