paleic acid

ID: ALA1256584

Chembl Id: CHEMBL1256584

PubChem CID: 52950131

Max Phase: Preclinical

Molecular Formula: C18H34O3

Molecular Weight: 298.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Paleic Acid | Paleic Acid|CHEMBL1256584|CHEBI:202621|(Z,16R)-16-hydroxyoctadec-9-enoic acid

Canonical SMILES:  CC[C@@H](O)CCCCC/C=C\CCCCCCCC(=O)O

Standard InChI:  InChI=1S/C18H34O3/c1-2-17(19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(20)21/h3,5,17,19H,2,4,6-16H2,1H3,(H,20,21)/b5-3-/t17-/m1/s1

Standard InChI Key:  UTLBSLGWELAEAY-MAVJXHJTSA-N

Alternative Forms

1. Parent:

   

   ALA1256584

   PALEIC 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: 298.47

Molecular Weight (Monoisotopic): 298.2508

AlogP: 5.08

#Rotatable Bonds: 15

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.99

CX Basic pKa: ┄

CX LogP: 5.40

CX LogD: 3.02

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.33

Np Likeness Score: 1.26

References

1. Watanabe T, Kurata I, Hayashi C, Igarashi M, Sawa R, Takahashi Y, Akamatsu Y..  (2010)  The synthesis of paleic acid, an antimicrobial agent effective against Mannheimia and Pasteurella, and its structurally related derivatives.,  20  (19): [PMID:20728353] [10.1016/j.bmcl.2010.07.115]

2. Watanabe T, Kurata I, Hayashi C, Igarashi M, Sawa R, Takahashi Y, Akamatsu Y..  (2010)  The synthesis of paleic acid, an antimicrobial agent effective against Mannheimia and Pasteurella, and its structurally related derivatives.,  20  (19): [PMID:20728353] [10.1016/j.bmcl.2010.07.115]

Source

Source(1):

• Scientific Literature