ID: ALA90552

Max Phase: Preclinical

Molecular Formula: C15H13FN2O4

Molecular Weight: 304.28

Molecule Type: Small molecule

Representations

Synonyms (1): A-79175
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@H](C#Cc1ccc(Oc2ccc(F)cc2)o1)N(O)C(N)=O

Standard InChI:  InChI=1S/C15H13FN2O4/c1-10(18(20)15(17)19)2-5-12-8-9-14(21-12)22-13-6-3-11(16)4-7-13/h3-4,6-10,20H,1H3,(H2,17,19)/t10-/m1/s1

Standard InChI Key:  OLZHFFKRBCZHHT-SNVBAGLBSA-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: 304.28

Molecular Weight (Monoisotopic): 304.0859

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 88.93

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.46

CX Basic pKa:

CX LogP: 2.26

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.52

Np Likeness Score: -0.09

References

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

2. Brooks CD, Stewart AO, Basha A, Bhatia P, Ratajczyk JD, Martin JG, Craig RA, Kolasa T, Bouska JB, Lanni C..  (1995)  (R)-(+)-N-[3-[5-[(4-fluorophenyl)methyl]-2-thienyl]-1-methyl- 2-propynyl]-N-hydroxyurea (ABT-761), a second-generation 5-lipoxygenase inhibitor.,  38  (24): [PMID:7490726] [10.1021/jm00024a004]

3. Stepan AF, Mascitti V, Beaumont K, Kalgutkar AS.  (2013)  Metabolism-guided drug design,  4  (4): [10.1039/C2MD20317K]

Source

Source(1):

• Scientific Literature