2-Pyridin-4-ylmethylene-3,4-dihydro-2H-naphthalen-1-one

ID: ALA90585

Chembl Id: CHEMBL90585

PubChem CID: 5702471

Max Phase: Preclinical

Molecular Formula: C16H13NO

Molecular Weight: 235.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccncc2)CCc2ccccc21

Standard InChI:  InChI=1S/C16H13NO/c18-16-14(11-12-7-9-17-10-8-12)6-5-13-3-1-2-4-15(13)16/h1-4,7-11H,5-6H2/b14-11+

Standard InChI Key:  BMJBYWJCQGXHFI-SDNWHVSQSA-N

Alternative Forms

1. Parent:

   

   ALA90585

   2-(pyridin-4-ylmethylene)-3,4-dihydronaphthalen-1(2H)-one

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: 235.29

Molecular Weight (Monoisotopic): 235.0997

AlogP: 3.29

#Rotatable Bonds: 1

Polar Surface Area: 29.96

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.09

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.71

Np Likeness Score: -0.54

References

1. Bayer H, Batzl C, Hartmann RW, Mannschreck A..  (1991)  New aromatase inhibitors. Synthesis and biological activity of pyridyl-substituted tetralone derivatives.,  34  (9): [PMID:1895288] [10.1021/jm00113a004]

2. Wächter GA, Hartmann RW, Sergejew T, Grün GL, Ledergerber D..  (1996)  Tetrahydronaphthalenes: influence of heterocyclic substituents on inhibition of steroid enzymes P450 arom and P450 17.,  39  (4): [PMID:8632407] [10.1021/jm950377t]

3. Cavalli A, Bisi A, Bertucci C, Rosini C, Paluszcak A, Gobbi S, Giorgio E, Rampa A, Belluti F, Piazzi L, Valenti P, Hartmann RW, Recanatini M..  (2005)  Enantioselective nonsteroidal aromatase inhibitors identified through a multidisciplinary medicinal chemistry approach.,  48  (23): [PMID:16279787] [10.1021/jm058042r]

4. PubChem BioAssay data set, 

5. Ahmad I, Shagufta..  (2015)  Recent developments in steroidal and nonsteroidal aromatase inhibitors for the chemoprevention of estrogen-dependent breast cancer.,  102  [PMID:26301554] [10.1016/j.ejmech.2015.08.010]

6. Sheng K, Song Y, Lei F, Zhao W, Fan L, Wu L, Liu Y, Wu S, Zhang Y..  (2022)  Research progress in pharmacological activities and structure-activity relationships of tetralone scaffolds as pharmacophore and fluorescent skeleton.,  227  [PMID:34743062] [10.1016/j.ejmech.2021.113964]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays