5,7-dihydroxy-6-(3-methylbut-2-enyl)-8-(2-methylbutanoyl)-4-phenyl-2H-chromen-2-one

ID: ALA511832

Chembl Id: CHEMBL511832

Cas Number: 6916-62-7

PubChem CID: 11750116

Max Phase: Preclinical

Molecular Formula: C25H26O5

Molecular Weight: 406.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H26O5/c1-5-15(4)22(27)21-24(29)17(12-11-14(2)3)23(28)20-18(13-19(26)30-25(20)21)16-9-7-6-8-10-16/h6-11,13,15,28-29H,5,12H2,1-4H3

Standard InChI Key:  ZZRRSYITGMMRPP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA511832

   Mammea A/BB

Molecule Features

Natural Product: Yes

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: 406.48

Molecular Weight (Monoisotopic): 406.1780

AlogP: 5.61

#Rotatable Bonds: 6

Polar Surface Area: 87.74

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.77

CX Basic pKa:

CX LogP: 6.23

CX LogD: 4.63

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.32

Np Likeness Score: 1.69

References

1. López-Pérez JL, Olmedo DA, Del Olmo E, Vásquez Y, Solís PN, Gupta MP, San Feliciano A..  (2005)  Cytotoxic 4-phenylcoumarins from the leaves of Marila pluricostata.,  68  (3): [PMID:15787438] [10.1021/np049642g]

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