(S,E)-2-{4-[2-Hydroxy-3-(1H-indol-1-yl)-propoxy]phenyl}-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

ID: ALA5267596

Max Phase: Preclinical

Molecular Formula: C27H25NO6

Molecular Weight: 459.50

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)O[C@H](c1ccc(OCC(O)Cc3c[nH]c4ccccc34)cc1)CC2=O

Standard InChI:  InChI=1S/C27H25NO6/c1-32-20-11-23(30)27-24(31)13-25(34-26(27)12-20)16-6-8-19(9-7-16)33-15-18(29)10-17-14-28-22-5-3-2-4-21(17)22/h2-9,11-12,14,18,25,28-30H,10,13,15H2,1H3/t18?,25-/m0/s1

Standard InChI Key:  QBESQYQRVAZZBF-LYIYLXCWSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5267596

   ---

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: 459.50

Molecular Weight (Monoisotopic): 459.1682

AlogP: 4.57

#Rotatable Bonds: 7

Polar Surface Area: 101.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.69

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: 4.59

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: 0.75

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