ID: ALA348945

Max Phase: Preclinical

Molecular Formula: C22H24BrNO3

Molecular Weight: 430.34

Molecule Type: Small molecule

Representations

Synonyms (1): L-761066
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1ccc2c(c1)c(C[C@@H](C)CC(=O)O)c(C)n2Cc1ccc(Br)cc1

Standard InChI:  InChI=1S/C22H24BrNO3/c1-14(11-22(25)26)10-19-15(2)24(13-16-4-6-17(23)7-5-16)21-9-8-18(27-3)12-20(19)21/h4-9,12,14H,10-11,13H2,1-3H3,(H,25,26)/t14-/m1/s1

Standard InChI Key:  AXFSURYONUFFTK-CQSZACIVSA-N

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

Properties

Molecular Weight: 430.34

Molecular Weight (Monoisotopic): 429.0940

AlogP: 5.42

#Rotatable Bonds: 7

Polar Surface Area: 51.46

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.33

CX Basic pKa:

CX LogP: 5.64

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -0.56

References

1. Leblanc Y, Black W, Chan C, Charleson S, Delorme D, Denis D, Gauthier J, Grimm E, Gordon R, Guay D, Hamel P, Kargman S, Lau C, Mancini J, Ouellet M, Percival D, Roy P, Skorey K, Tagari P, Vickers P, Wong E, Xu L, Prasit P.  (1996)  Synthesis and biological evaluation of both enantiomers of L-761,000 as inhibitors of cyclooxygenase 1 and 2,  6  (6): [10.1016/0960-894X(96)00101-1]

Source

Source(1):

• Scientific Literature