3,3'-((4-(dimethylamino)phenyl)methylene)bis(4-hydroxy-2H-chromen-2-one)

ID: ALA238292

Chembl Id: CHEMBL238292

Max Phase: Preclinical

Molecular Formula: C27H21NO6

Molecular Weight: 455.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C(c2c(O)c3ccccc3oc2=O)c2c(O)c3ccccc3oc2=O)cc1

Standard InChI:  InChI=1S/C27H21NO6/c1-28(2)16-13-11-15(12-14-16)21(22-24(29)17-7-3-5-9-19(17)33-26(22)31)23-25(30)18-8-4-6-10-20(18)34-27(23)32/h3-14,21,29-30H,1-2H3

Standard InChI Key:  HNMKRXCKXKYTJO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA238292

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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: 455.47

Molecular Weight (Monoisotopic): 455.1369

AlogP: 4.56

#Rotatable Bonds: 4

Polar Surface Area: 104.12

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.54

CX Basic pKa: 5.28

CX LogP: 2.87

CX LogD: -0.29

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: -0.13

References

1. Jain SV, Sonawane LV, Patil RR, Bari SB.  (2012)  Pharmacophore modeling of some novel indole -diketo acid and coumarin-based derivatives as HIV integrase inhibitors,  21  (2): [10.1007/s00044-010-9520-1]

2. 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