1,3-di(naphthalen-2-yl)prop-2-en-1-one

ID: ALA1098610

Chembl Id: CHEMBL1098610

PubChem CID: 5712121

Max Phase: Preclinical

Molecular Formula: C23H16O

Molecular Weight: 308.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc2ccccc2c1)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C23H16O/c24-23(22-13-12-19-6-2-4-8-21(19)16-22)14-10-17-9-11-18-5-1-3-7-20(18)15-17/h1-16H/b14-10+

Standard InChI Key:  KVHPQSLLACRXKD-GXDHUFHOSA-N

Alternative Forms

1. Parent:

   

   ALA1098610

   (E)-1,3-bis(2-naphthyl)prop-2-en-1-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: 308.38

Molecular Weight (Monoisotopic): 308.1201

AlogP: 5.89

#Rotatable Bonds: 3

Polar Surface Area: 17.07

Molecular Species: ┄

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.87

CX LogD: 5.87

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.34

Np Likeness Score: -0.06

References

1. Damazio RG, Zanatta AP, Cazarolli LH, Chiaradia LD, Mascarello A, Nunes RJ, Yunes RA, Barreto Silva FR..  (2010)  Antihyperglycemic activity of naphthylchalcones.,  45  (4): [PMID:20061067] [10.1016/j.ejmech.2009.12.017]

2. Chiaradia LD, Martins PG, Cordeiro MN, Guido RV, Ecco G, Andricopulo AD, Yunes RA, Vernal J, Nunes RJ, Terenzi H..  (2012)  Synthesis, biological evaluation, and molecular modeling of chalcone derivatives as potent inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatases (PtpA and PtpB).,  55  (1): [PMID:22136336] [10.1021/jm2012062]

3. Budhiraja A, Kadian K, Kaur M, Aggarwal V, Garg A, Sapra S, Nepali K, Suri OP, Dhar KL.  (2012)  Synthesis and biological evaluation of naphthalene, furan and pyrrole based chalcones as cytotoxic and antimicrobial agents,  21  (9): [10.1007/s00044-011-9733-y]

4. Martins PG, Menegatti AC, Chiaradia-Delatorre LD, de Oliveira KN, Guido RV, Andricopulo AD, Vernal J, Yunes RA, Nunes RJ, Terenzi H..  (2013)  Synthetic chalcones and sulfonamides as new classes of Yersinia enterocolitica YopH tyrosine phosphatase inhibitors.,  64  [PMID:23639652] [10.1016/j.ejmech.2013.04.018]

Source

Source(1):

• Scientific Literature