(E)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl 3-(3,4-dihydroxy-2-nitrophenyl)acrylate

ID: ALA482317

Chembl Id: CHEMBL482317

PubChem CID: 44571674

Max Phase: Preclinical

Molecular Formula: C19H23NO6

Molecular Weight: 361.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)C2CCC1(C)C(OC(=O)/C=C/c1ccc(O)c(O)c1[N+](=O)[O-])C2

Standard InChI:  InChI=1S/C19H23NO6/c1-18(2)12-8-9-19(18,3)14(10-12)26-15(22)7-5-11-4-6-13(21)17(23)16(11)20(24)25/h4-7,12,14,21,23H,8-10H2,1-3H3/b7-5+

Standard InChI Key:  DZJLZIATUZYNSZ-FNORWQNLSA-N

Alternative Forms

1. Parent:

   

   ALA482317

   (1,7,7-trimethylnorbornan-2-yl) (E)-3-(3,4-dihydroxy-2-nitro-phenyl)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: 361.39

Molecular Weight (Monoisotopic): 361.1525

AlogP: 3.78

#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: 7.06

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 3.86

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.28

Np Likeness Score: 1.31

References

1. Xia CN, Li HB, Liu F, Hu WX..  (2008)  Synthesis of trans-caffeate analogues and their bioactivities against HIV-1 integrase and cancer cell lines.,  18  (24): [PMID:18952420] [10.1016/j.bmcl.2008.10.046]

2. 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