(S)-4-Methyl-2-(2-oxohexadecanamido)pentanoic acid

ID: ALA1644549

Chembl Id: CHEMBL1644549

PubChem CID: 51346870

Max Phase: Preclinical

Molecular Formula: C22H41NO4

Molecular Weight: 383.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCC(=O)C(=O)N[C@@H](CC(C)C)C(=O)O

Standard InChI:  InChI=1S/C22H41NO4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)21(25)23-19(22(26)27)17-18(2)3/h18-19H,4-17H2,1-3H3,(H,23,25)(H,26,27)/t19-/m0/s1

Standard InChI Key:  QTCPFCYZZJFWOO-IBGZPJMESA-N

Alternative Forms

1. Parent:

   

   ALA1644549

   (S)-4-Methyl-2-(2-oxohexadecanamido)pentanoic acid

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: 383.57

Molecular Weight (Monoisotopic): 383.3036

AlogP: 5.26

#Rotatable Bonds: 18

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 6.82

CX LogD: 3.66

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.25

Np Likeness Score: 0.24

References

1. Mouchlis VD, Magrioti V, Barbayianni E, Cermak N, Oslund RC, Mavromoustakos TM, Gelb MH, Kokotos G..  (2011)  Inhibition of secreted phospholipases A₂ by 2-oxoamides based on α-amino acids: Synthesis, in vitro evaluation and molecular docking calculations.,  19  (2): [PMID:21216150] [10.1016/j.bmc.2010.12.030]

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