5,7-dihydroxy-8-((3R,4S)-3-hydroxy-1-methylpiperidin-4-yl)-2-phenylchroman-4-one

ID: ALA5193922

PubChem CID: 168289661

Max Phase: Preclinical

Molecular Formula: C21H23NO5

Molecular Weight: 369.42

Names and Identifiers

Canonical SMILES:  CN1CC[C@@H](c2c(O)cc(O)c3c2OC(c2ccccc2)CC3=O)[C@@H](O)C1

Standard InChI:  InChI=1S/C21H23NO5/c1-22-8-7-13(17(26)11-22)19-14(23)9-15(24)20-16(25)10-18(27-21(19)20)12-5-3-2-4-6-12/h2-6,9,13,17-18,23-24,26H,7-8,10-11H2,1H3/t13-,17+,18?/m1/s1

Standard InChI Key:  YUBKIQYQCNIXLH-GTDUKUAFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5193922

   ---

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: 369.42

Molecular Weight (Monoisotopic): 369.1576

AlogP: 2.58

#Rotatable Bonds: 2

Polar Surface Area: 90.23

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.24

CX Basic pKa: 7.06

CX LogP: 2.37

CX LogD: 2.39

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.75

Np Likeness Score: 1.37

References

1. Shi Z, Tian L, Qiang T, Li J, Xing Y, Ren X, Liu C, Liang C..  (2022)  From Structure Modification to Drug Launch: A Systematic Review of the Ongoing Development of Cyclin-Dependent Kinase Inhibitors for Multiple Cancer Therapy.,  65  (9.0): [PMID:35485642] [10.1021/acs.jmedchem.1c02064]

Source

Source(1):

• Scientific Literature