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

ID: ALA5194888

PubChem CID: 168285046

Max Phase: Preclinical

Molecular Formula: C21H22ClNO5

Molecular Weight: 403.86

Names and Identifiers

Canonical SMILES:  CN1CC[C@H](O)[C@H](c2c(O)cc(O)c3c2OC(c2ccccc2Cl)CC3=O)C1

Standard InChI:  InChI=1S/C21H22ClNO5/c1-23-7-6-14(24)12(10-23)19-15(25)8-16(26)20-17(27)9-18(28-21(19)20)11-4-2-3-5-13(11)22/h2-5,8,12,14,18,24-26H,6-7,9-10H2,1H3/t12-,14+,18?/m1/s1

Standard InChI Key:  OOPYJTJOYPOYMG-YPAJAPFXSA-N

Molfile:  

 
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    0.0006    1.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0006    2.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4242   -2.4747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7200   -2.0622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1465    1.2375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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  9 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5194888

   ---

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: 403.86

Molecular Weight (Monoisotopic): 403.1187

AlogP: 3.24

#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: 8.19

CX Basic pKa: 6.63

CX LogP: 2.68

CX LogD: 2.73

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: 1.14

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