2,2'-(4,4'-(2,2'-(2,2'-(pyridin-4-ylmethylazanediyl)bis(ethane-2,1-diyl))bis(oxy)bis(ethane-2,1-diyl))bis(oxy)bis(4,1-phenylene))bis(4H-chromen-4-one)

ID: ALA2172401

Chembl Id: CHEMBL2172401

PubChem CID: 54578677

Max Phase: Preclinical

Molecular Formula: C44H40N2O8

Molecular Weight: 724.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2ccc(OCCOCCN(CCOCCOc3ccc(-c4cc(=O)c5ccccc5o4)cc3)Cc3ccncc3)cc2)oc2ccccc12

Standard InChI:  InChI=1S/C44H40N2O8/c47-39-29-43(53-41-7-3-1-5-37(39)41)33-9-13-35(14-10-33)51-27-25-49-23-21-46(31-32-17-19-45-20-18-32)22-24-50-26-28-52-36-15-11-34(12-16-36)44-30-40(48)38-6-2-4-8-42(38)54-44/h1-20,29-30H,21-28,31H2

Standard InChI Key:  XJBHLZRGGRUZBY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2172401

   2-[4-[2-[2-[2-[2-[4-(4-Oxochromen-2-yl)phenoxy]ethoxy]ethyl-(pyridin-4-ylmethyl)amino]ethoxy]ethoxy]phenyl]chromen-4-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: 724.81

Molecular Weight (Monoisotopic): 724.2785

AlogP: 7.62

#Rotatable Bonds: 18

Polar Surface Area: 113.47

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.59

CX LogP: 5.88

CX LogD: 5.47

Aromatic Rings: 7

Heavy Atoms: 54

QED Weighted: 0.08

Np Likeness Score: -0.44

References

1. Wong IL, Chan KF, Chan TH, Chow LM..  (2012)  Flavonoid dimers as novel, potent antileishmanial agents.,  55  (20): [PMID:22989363] [10.1021/jm301172v]

2. Chan KF, Wong IL, Kan JW, Yan CS, Chow LM, Chan TH..  (2012)  Amine linked flavonoid dimers as modulators for P-glycoprotein-based multidrug resistance: structure-activity relationship and mechanism of modulation.,  55  (5): [PMID:22320402] [10.1021/jm201121b]

3. Singh M, Kaur M, Silakari O..  (2014)  Flavones: an important scaffold for medicinal chemistry.,  84  [PMID:25019478] [10.1016/j.ejmech.2014.07.013]

Source

Source(1):

• Scientific Literature