(S)-3-Methyl 2-(6-(naphthalen-2-yl)-2-oxohexanamido)butanoic acid

ID: ALA3770579

Chembl Id: CHEMBL3770579

PubChem CID: 127029318

Max Phase: Preclinical

Molecular Formula: C21H25NO4

Molecular Weight: 355.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)C(=O)CCCCc1ccc2ccccc2c1)C(=O)O

Standard InChI:  InChI=1S/C21H25NO4/c1-14(2)19(21(25)26)22-20(24)18(23)10-6-3-7-15-11-12-16-8-4-5-9-17(16)13-15/h4-5,8-9,11-14,19H,3,6-7,10H2,1-2H3,(H,22,24)(H,25,26)/t19-/m0/s1

Standard InChI Key:  KXUDDRZIASHXGW-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA3770579

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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: 355.43

Molecular Weight (Monoisotopic): 355.1784

AlogP: 3.35

#Rotatable Bonds: 9

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: 3.96

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: 0.06

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