4-{4-[3-(4-Acetyl-3-hydroxy-2-propyl-phenoxy)-propylsulfanyl]-phenyl}-4-hydroxy-3-methyl-butyric acid (L-649,923)

ID: ALA21247

Chembl Id: CHEMBL21247

PubChem CID: 6917955

Max Phase: Preclinical

Molecular Formula: C25H32O6S

Molecular Weight: 460.59

Molecule Type: Small molecule

Names and Identifiers

Synonyms: L-649923 | CHEMBL21247|BDBM50009072|(3R,4S)-4-{4-[3-(4-Acetyl-3-hydroxy-2-propyl-phenoxy)-propylsulfanyl]-phenyl}-4-hydroxy-3-methyl-butyric acid|4-{4-[3-(4-Acetyl-3-hydroxy-2-propyl-phenoxy)-propylsulfanyl]-phenyl}-4-hydroxy-3-methyl-butyric acid(L 649923)|4-{4-[3-(4-Acetyl-3-hydroxy-2-propyl-phenoxy)-propylsulfanyl]-phenyl}-4-hydroxy-3-methyl-butyric acid(L-649,923)

Canonical SMILES:  CCCc1c(OCCCSc2ccc([C@@H](O)[C@H](C)CC(=O)O)cc2)ccc(C(C)=O)c1O

Standard InChI:  InChI=1S/C25H32O6S/c1-4-6-21-22(12-11-20(17(3)26)25(21)30)31-13-5-14-32-19-9-7-18(8-10-19)24(29)16(2)15-23(27)28/h7-12,16,24,29-30H,4-6,13-15H2,1-3H3,(H,27,28)/t16-,24+/m1/s1

Standard InChI Key:  YNHQJUJPBNEXHQ-GYCJOSAFSA-N

Alternative Forms

1. Parent:

   

   ALA21247

   L-649923

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: 460.59

Molecular Weight (Monoisotopic): 460.1920

AlogP: 5.25

#Rotatable Bonds: 13

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.17

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.21

Np Likeness Score: -0.03

References

1. Shaw A, Krell RD..  (1991)  Peptide leukotrienes: current status of research.,  34  (4): [PMID:1849993] [10.1021/jm00108a001]

2. Cohen N, Weber G, Banner BL, Lopresti RJ, Schaer B, Focella A, Zenchoff GB, Chiu AM, Todaro L, O'Donnell M..  (1989)  3,4-Dihydro-2H-1-benzopyran-2-carboxylic acids and related compounds as leukotriene antagonists.,  32  (8): [PMID:2547071] [10.1021/jm00128a028]

3. Brooks CD, Summers JB..  (1996)  Modulators of leukotriene biosynthesis and receptor activation.,  39  (14): [PMID:8709092] [10.1021/jm960088k]

Source

Source(1):

• Scientific Literature