(R)-16-hydroxy-N-(methylsulfonyl)octadec-9-enamide

ID: ALA1257351

Chembl Id: CHEMBL1257351

PubChem CID: 52948616

Max Phase: Preclinical

Molecular Formula: C19H37NO4S

Molecular Weight: 375.58

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H37NO4S/c1-3-18(21)16-14-12-10-8-6-4-5-7-9-11-13-15-17-19(22)20-25(2,23)24/h4,6,18,21H,3,5,7-17H2,1-2H3,(H,20,22)/b6-4-/t18-/m1/s1

Standard InChI Key:  VXWYTORCKJHROG-WLPBJKJWSA-N

Alternative Forms

1. Parent:

   

   ALA1257351

   (Z,16R)-16-hydroxy-N-methylsulfonyloctadec-9-enamide

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: 375.58

Molecular Weight (Monoisotopic): 375.2443

AlogP: 4.07

#Rotatable Bonds: 16

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.08

CX Basic pKa: ┄

CX LogP: 4.07

CX LogD: 3.13

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.31

Np Likeness Score: 0.63

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]

Source

Source(1):

• Scientific Literature