(S)-3-Methyl 2-(2-(naphthalen-2-yl)-2-oxoacetamido)butanoic acid

ID: ALA3770559

Chembl Id: CHEMBL3770559

PubChem CID: 127025416

Max Phase: Preclinical

Molecular Formula: C17H17NO4

Molecular Weight: 299.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)C(=O)c1ccc2ccccc2c1)C(=O)O

Standard InChI:  InChI=1S/C17H17NO4/c1-10(2)14(17(21)22)18-16(20)15(19)13-8-7-11-5-3-4-6-12(11)9-13/h3-10,14H,1-2H3,(H,18,20)(H,21,22)/t14-/m0/s1

Standard InChI Key:  WUGMYSMEMSXMEK-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA3770559

   ---

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: 299.33

Molecular Weight (Monoisotopic): 299.1158

AlogP: 2.25

#Rotatable Bonds: 5

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.72

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: -0.46

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -0.28

References

1. Vasilakaki S, Barbayianni E, Leonis G, Papadopoulos MG, Mavromoustakos T, Gelb MH, Kokotos G..  (2016)  Development of a potent 2-oxoamide inhibitor of secreted phospholipase A2 guided by molecular docking calculations and molecular dynamics simulations.,  24  (8): [PMID:26970660] [10.1016/j.bmc.2016.02.040]

2. Vasilakaki S, Barbayianni E, Magrioti V, Pastukhov O, Constantinou-Kokotou V, Huwiler A, Kokotos G..  (2016)  Inhibitors of secreted phospholipase A2 suppress the release of PGE2 in renal mesangial cells.,  24  (13): [PMID:27234891] [10.1016/j.bmc.2016.05.017]

Source

Source(1):

• Scientific Literature