4-Furan-3-yl-7-[6-(4-hydroxy-tetrahydro-pyran-4-yl)-pyridin-2-ylmethoxy]-naphthalene-2-carbonitrile

ID: ALA99217

Chembl Id: CHEMBL99217

PubChem CID: 11796680

Max Phase: Preclinical

Molecular Formula: C26H22N2O4

Molecular Weight: 426.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cc(-c2ccoc2)c2ccc(OCc3cccc(C4(O)CCOCC4)n3)cc2c1

Standard InChI:  InChI=1S/C26H22N2O4/c27-15-18-12-20-14-22(4-5-23(20)24(13-18)19-6-9-31-16-19)32-17-21-2-1-3-25(28-21)26(29)7-10-30-11-8-26/h1-6,9,12-14,16,29H,7-8,10-11,17H2

Standard InChI Key:  NXWSHKALJVLTCA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA99217

   4-Furan-3-yl-7-[6-(4-hydroxy-tetrahydro-pyran-4-yl)-pyridin-2-ylmethoxy]-naphthalene-2-carbonitrile

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: 426.47

Molecular Weight (Monoisotopic): 426.1580

AlogP: 4.94

#Rotatable Bonds: 5

Polar Surface Area: 88.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.29

CX Basic pKa: 3.16

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.64

References

1. Hamel P, Riendeau D, Brideau C, Chan CC, Desmarais S, Delorme D, Dubé D, Ducharme Y, Ethier D, Grimm E, Falgueyret JP, Guay J, Jones TR, Kwong E, McAuliffe M, McFarlane CS, Piechuta H, Roumi M, Tagari P, Young RN, Girard Y..  (1997)  Substituted (pyridylmethoxy)naphthalenes as potent and orally active 5-lipoxygenase inhibitors; synthesis, biological profile, and pharmacokinetics of L-739,010.,  40  (18): [PMID:9288168] [10.1021/jm970046b]

2. Aparoy P, Kumar Reddy K, Kalangi SK, Chandramohan Reddy T, Reddanna P..  (2010)  Pharmacophore modeling and virtual screening for designing potential 5-lipoxygenase inhibitors.,  20  (3): [PMID:20045317] [10.1016/j.bmcl.2009.12.047]

3. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature