Brefeldin A 4-O-(4)-dimethylaminocinnamate

ID: ALA5189836

Chembl Id: CHEMBL5189836

PubChem CID: 163806708

Max Phase: Preclinical

Molecular Formula: C27H35NO5

Molecular Weight: 453.58

Names and Identifiers

Canonical SMILES:  C[C@H]1CCC/C=C/[C@@H]2C[C@H](O)C[C@H]2[C@H](OC(=O)/C=C/c2ccc(N(C)C)cc2)/C=C/C(=O)O1

Standard InChI:  InChI=1S/C27H35NO5/c1-19-7-5-4-6-8-21-17-23(29)18-24(21)25(14-16-26(30)32-19)33-27(31)15-11-20-9-12-22(13-10-20)28(2)3/h6,8-16,19,21,23-25,29H,4-5,7,17-18H2,1-3H3/b8-6+,15-11+,16-14+/t19-,21+,23-,24+,25+/m0/s1

Standard InChI Key:  PGPYPXWPRCPIKD-UFWIKHIGSA-N

Alternative Forms

1. Parent:

   

   ALA5189836

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 453.58

Molecular Weight (Monoisotopic): 453.2515

AlogP: 4.29

#Rotatable Bonds: 4

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.68

CX LogP: 5.15

CX LogD: 5.15

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: 1.57

References

1. Jiang YY, Wu S, Wu YW, Gao Y, Chong D, Sun C, Wei MY, Gu YC, Shao CL, Gu Y..  (2022)  New brefeldin A-cinnamic acid ester derivatives as potential antitumor agents: Design, synthesis and biological evaluation.,  240  [PMID:35849940] [10.1016/j.ejmech.2022.114598]

Source

Source(1):

• Scientific Literature