(S)-2-(2-(2-Oxo-6-phenylhexanamido)hexanamido)acetic acid

ID: ALA3884321

Chembl Id: CHEMBL3884321

PubChem CID: 134130573

Max Phase: Preclinical

Molecular Formula: C20H28N2O5

Molecular Weight: 376.45

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H28N2O5/c1-2-3-12-16(19(26)21-14-18(24)25)22-20(27)17(23)13-8-7-11-15-9-5-4-6-10-15/h4-6,9-10,16H,2-3,7-8,11-14H2,1H3,(H,21,26)(H,22,27)(H,24,25)/t16-/m0/s1

Standard InChI Key:  CINWTCXATATLSN-INIZCTEOSA-N

Alternative Forms

1. Parent:

   

   ALA3884321

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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: 376.45

Molecular Weight (Monoisotopic): 376.1998

AlogP: 1.84

#Rotatable Bonds: 13

Polar Surface Area: 112.57

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.76

CX Basic pKa: ┄

CX LogP: 3.00

CX LogD: -0.28

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: 0.08

References

1. Smyrniotou A, Kokotou MG, Mouchlis VD, Barbayianni E, Kokotos G, Dennis EA, Constantinou-Kokotou V..  (2017)  2-Oxoamides based on dipeptides as selective calcium-independent phospholipase A2 inhibitors.,  25  (3): [PMID:28034646] [10.1016/j.bmc.2016.12.007]

Source

Source(1):

• Scientific Literature