(S,E)-2-[4-(3-Diethylamino-2-hydroxypropoxy)phenyl]-5-hydroxy-7-methoxy-2,3-dihydrochromen-4-one

ID: ALA5285046

Max Phase: Preclinical

Molecular Formula: C23H29NO6

Molecular Weight: 415.49

Names and Identifiers

Canonical SMILES:  CCN(CC)CC(O)COc1ccc([C@@H]2CC(=O)c3c(O)cc(OC)cc3O2)cc1

Standard InChI:  InChI=1S/C23H29NO6/c1-4-24(5-2)13-16(25)14-29-17-8-6-15(7-9-17)21-12-20(27)23-19(26)10-18(28-3)11-22(23)30-21/h6-11,16,21,25-26H,4-5,12-14H2,1-3H3/t16?,21-/m0/s1

Standard InChI Key:  CZUCENWGJVQINS-MRNPHLECSA-N

Molfile:  

 
     RDKit          2D

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   -1.4307    0.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8548    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693    1.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    1.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693    2.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2838    0.2051    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9982   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693   -0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9982   -1.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285046

   ---

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: 415.49

Molecular Weight (Monoisotopic): 415.1995

AlogP: 3.19

#Rotatable Bonds: 9

Polar Surface Area: 88.46

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.59

CX Basic pKa: 9.36

CX LogP: 2.38

CX LogD: 1.43

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.65

Np Likeness Score: 0.41

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