(S)-3-Methyl 2-(2-oxo-6-phenylhexanamido)butanoicacid

ID: ALA3770078

Chembl Id: CHEMBL3770078

PubChem CID: 127025415

Max Phase: Preclinical

Molecular Formula: C17H23NO4

Molecular Weight: 305.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)C(=O)CCCCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C17H23NO4/c1-12(2)15(17(21)22)18-16(20)14(19)11-7-6-10-13-8-4-3-5-9-13/h3-5,8-9,12,15H,6-7,10-11H2,1-2H3,(H,18,20)(H,21,22)/t15-/m0/s1

Standard InChI Key:  QINQNDNOCJRDSN-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA3770078

   ---

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: 305.37

Molecular Weight (Monoisotopic): 305.1627

AlogP: 2.19

#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: 3.58

CX LogD: 0.41

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.54

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