(E)-3-(3,4-Dihydroxy-5-nitro-phenyl)-acrylic acid adamantan-1-yl ester

ID: ALA3327351

Chembl Id: CHEMBL3327351

PubChem CID: 71664234

Max Phase: Preclinical

Molecular Formula: C19H21NO6

Molecular Weight: 359.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1cc(O)c(O)c([N+](=O)[O-])c1)OC12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C19H21NO6/c21-16-7-11(6-15(18(16)23)20(24)25)1-2-17(22)26-19-8-12-3-13(9-19)5-14(4-12)10-19/h1-2,6-7,12-14,21,23H,3-5,8-10H2/b2-1+

Standard InChI Key:  AHPPXNKJKYVVRY-OWOJBTEDSA-N

Alternative Forms

1. Parent:

   

   ALA3327351

   1-adamantyl (E)-3-(3,4-dihydroxy-5-nitrophenyl)prop-2-enoate

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: 359.38

Molecular Weight (Monoisotopic): 359.1369

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 109.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.04

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.43

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.28

Np Likeness Score: 0.33

References

1. Chen HZ, Chen YB, Lv YP, Zeng F, Zhang J, Zhou YL, Li HB, Chen LF, Zhou BJ, Gao JR, Xia CN..  (2014)  Synthesis and antitumor activity of feruloyl and caffeoyl derivatives.,  24  (18): [PMID:25160837] [10.1016/j.bmcl.2014.08.024]

Source

Source(1):

• Scientific Literature