5-Hydroxy-8-methoxy-2,2-dimethyl-7-(3-methylbut-2-en-1-yl)-9-(4-(pyrrolidin-1-yl)butoxy)-2H,6H-pyrano[3,2-b]xanthen-6-one

ID: ALA4524406

PubChem CID: 155520087

Max Phase: Preclinical

Molecular Formula: C32H39NO6

Molecular Weight: 533.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(OCCCCN2CCCC2)cc2oc3cc4c(c(O)c3c(=O)c2c1CC=C(C)C)C=CC(C)(C)O4

Standard InChI:  InChI=1S/C32H39NO6/c1-20(2)10-11-22-27-24(19-26(31(22)36-5)37-17-9-8-16-33-14-6-7-15-33)38-25-18-23-21(12-13-32(3,4)39-23)29(34)28(25)30(27)35/h10,12-13,18-19,34H,6-9,11,14-17H2,1-5H3

Standard InChI Key:  AVENQSVCQAKYLO-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4524406

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 533.67

Molecular Weight (Monoisotopic): 533.2777

AlogP: 6.61

#Rotatable Bonds: 9

Polar Surface Area: 81.37

Molecular Species: BASE

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.23

CX Basic pKa: 9.87

CX LogP: 5.38

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.19

Np Likeness Score: 1.69

References

1. Liang J, Huang YY, Zhou Q, Gao Y, Li Z, Wu D, Yu S, Guo L, Chen Z, Huang L, Liang SH, He X, Wu R, Luo HB..  (2020)  Discovery and Optimization of α-Mangostin Derivatives as Novel PDE4 Inhibitors for the Treatment of Vascular Dementia.,  63  (6): [PMID:32115956] [10.1021/acs.jmedchem.0c00060]

Source

Source(1):

• Scientific Literature