Methyl (S)-6-(Hydroxyamino)-6-oxo-2-(7-phenylheptanamido)-hexanoate

ID: ALA4075039

Chembl Id: CHEMBL4075039

PubChem CID: 137650391

Max Phase: Preclinical

Molecular Formula: C20H30N2O5

Molecular Weight: 378.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CCCC(=O)NO)NC(=O)CCCCCCc1ccccc1

Standard InChI:  InChI=1S/C20H30N2O5/c1-27-20(25)17(13-9-15-19(24)22-26)21-18(23)14-8-3-2-5-10-16-11-6-4-7-12-16/h4,6-7,11-12,17,26H,2-3,5,8-10,13-15H2,1H3,(H,21,23)(H,22,24)/t17-/m0/s1

Standard InChI Key:  WDYRSJNKXQUGKG-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA4075039

   ---

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: 378.47

Molecular Weight (Monoisotopic): 378.2155

AlogP: 2.51

#Rotatable Bonds: 13

Polar Surface Area: 104.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.72

CX LogD: 2.71

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.21

Np Likeness Score: 0.15

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