ID: ALA324290

Max Phase: Preclinical

Molecular Formula: C16H17NO2

Molecular Weight: 255.32

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C/c2ccc(N)cc2)cc(OC)c1

Standard InChI:  InChI=1S/C16H17NO2/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11H,17H2,1-2H3/b4-3+

Standard InChI Key:  LGVZJSLFOMGJOS-ONEGZZNKSA-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: 255.32

Molecular Weight (Monoisotopic): 255.1259

AlogP: 3.46

#Rotatable Bonds: 4

Polar Surface Area: 44.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.99

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: 0.09

References

1. Roberti M, Pizzirani D, Simoni D, Rondanin R, Baruchello R, Bonora C, Buscemi F, Grimaudo S, Tolomeo M..  (2003)  Synthesis and biological evaluation of resveratrol and analogues as apoptosis-inducing agents.,  46  (16): [PMID:12877593] [10.1021/jm030785u]

2. Liu H, Dong A, Gao C, Tan C, Liu H, Zu X, Jiang Y..  (2008)  The design, synthesis, and anti-tumor mechanism study of N-phosphoryl amino acid modified resveratrol analogues.,  16  (23): [PMID:18952444] [10.1016/j.bmc.2008.10.022]

3. Sun B, Hoshino J, Jermihov K, Marler L, Pezzuto JM, Mesecar AD, Cushman M..  (2010)  Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer.,  18  (14): [PMID:20558073] [10.1016/j.bmc.2010.05.042]

4. Paul S, Mizuno CS, Lee HJ, Zheng X, Chajkowisk S, Rimoldi JM, Conney A, Suh N, Rimando AM..  (2010)  In vitro and in vivo studies on stilbene analogs as potential treatment agents for colon cancer.,  45  (9): [PMID:20627379] [10.1016/j.ejmech.2010.05.019]

5. Uzura S, Sekine-Suzuki E, Nakanishi I, Sonoda M, Tanimori S..  (2016)  A facile and rapid access to resveratrol derivatives and their radioprotective activity.,  26  (16): [PMID:27426305] [10.1016/j.bmcl.2016.07.018]

Source

Source(1):

• Scientific Literature