5,7-dimethoxy-6-(3-methylbut-2-en-1-yl)-8-(2-methylbutanoyl)-4-phenyl-2H-chromen-2-one

ID: ALA5280745

Max Phase: Preclinical

Molecular Formula: C27H30O5

Molecular Weight: 434.53

Names and Identifiers

Canonical SMILES:  CCC(C)C(=O)c1c(OC)c(CC=C(C)C)c(OC)c2c(-c3ccccc3)cc(=O)oc12

Standard InChI:  InChI=1S/C27H30O5/c1-7-17(4)24(29)23-26(31-6)19(14-13-16(2)3)25(30-5)22-20(15-21(28)32-27(22)23)18-11-9-8-10-12-18/h8-13,15,17H,7,14H2,1-6H3

Standard InChI Key:  JQYIGARBWRUMJK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.0705   -2.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3571    1.6433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7776    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892    0.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2008    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4892    1.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3544    2.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 12  2  0
  5 13  1  0
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  4 16  1  0
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 17 22  1  0
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  3 24  1  0
  2 25  1  0
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 26 27  2  0
 27 28  1  0
 27 29  1  0
  1 30  1  0
 30 31  1  0
 24 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280745

   ---

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: 434.53

Molecular Weight (Monoisotopic): 434.2093

AlogP: 6.21

#Rotatable Bonds: 8

Polar Surface Area: 65.74

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.88

CX LogD: 5.88

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: 1.45

References

1. Gonçalves GA, Spillere AR, das Neves GM, Kagami LP, von Poser GL, Canto RFS, Eifler-Lima V..  (2020)  Natural and synthetic coumarins as antileishmanial agents: A review.,  203  [PMID:32668302] [10.1016/j.ejmech.2020.112514]

Source

Source(1):

• Scientific Literature