(S,E)-2-{4-[2-Hydroxy-3-(1-benzylpiperidin-4-yl)-amino]propoxyphenyl}-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

ID: ALA5287268

Max Phase: Preclinical

Molecular Formula: C31H36N2O6

Molecular Weight: 532.64

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)O[C@H](c1ccc(OCC(O)CNC3CCN(Cc4ccccc4)CC3)cc1)CC2=O

Standard InChI:  InChI=1S/C31H36N2O6/c1-37-26-15-27(35)31-28(36)17-29(39-30(31)16-26)22-7-9-25(10-8-22)38-20-24(34)18-32-23-11-13-33(14-12-23)19-21-5-3-2-4-6-21/h2-10,15-16,23-24,29,32,34-35H,11-14,17-20H2,1H3/t24?,29-/m0/s1

Standard InChI Key:  OERWPBXFLGDFDU-PEFOLFAWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5287268

   ---

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: 532.64

Molecular Weight (Monoisotopic): 532.2573

AlogP: 4.10

#Rotatable Bonds: 10

Polar Surface Area: 100.49

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.65

CX Basic pKa: 9.67

CX LogP: 2.92

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.36

Np Likeness Score: 0.13

References

1. Ferreira RJ, Gajdács M, Kincses A, Spengler G, Dos Santos DJVA, Ferreira MU..  (2020)  Nitrogen-containing naringenin derivatives for reversing multidrug resistance in cancer.,  28  (23.0): [PMID:33038666] [10.1016/j.bmc.2020.115798]

Source

Source(1):

• Scientific Literature