5-hydroxy-2-(4-hydroxyphenyl)-4-oxochroman-7-yl piperidine-1-carboxylate

ID: ALA4872071

PubChem CID: 164624318

Max Phase: Preclinical

Molecular Formula: C21H21NO6

Molecular Weight: 383.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC(c2ccc(O)cc2)Oc2cc(OC(=O)N3CCCCC3)cc(O)c21

Standard InChI:  InChI=1S/C21H21NO6/c23-14-6-4-13(5-7-14)18-12-17(25)20-16(24)10-15(11-19(20)28-18)27-21(26)22-8-2-1-3-9-22/h4-7,10-11,18,23-24H,1-3,8-9,12H2

Standard InChI Key:  JJBJGWQQJZMGGD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    4.4560   -5.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548   -5.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1629   -6.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8726   -5.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8697   -5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1611   -4.7006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7468   -6.3370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5759   -4.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2825   -5.1028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2786   -3.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5683   -3.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9877   -3.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9836   -4.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6885   -5.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3978   -4.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3979   -3.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6925   -3.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2783   -2.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6929   -2.6549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1047   -5.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8132   -4.7023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5201   -5.1123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8148   -3.8851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5154   -5.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2183   -6.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9292   -5.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9327   -5.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2254   -4.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  5  8  1  0
  8  9  1  0
  8 11  1  0
  9 13  1  0
 12 10  1  0
 10 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 10 18  2  0
 17 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 22 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872071

   ---

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: 383.40

Molecular Weight (Monoisotopic): 383.1369

AlogP: 3.79

#Rotatable Bonds: 2

Polar Surface Area: 96.30

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.20

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: 0.73

References

1. Wu J, Kou X, Ju H, Zhang H, Yang A, Shen R..  (2021)  Design, synthesis and biological evaluation of naringenin carbamate derivatives as potential multifunctional agents for the treatment of Alzheimer's disease.,  49  [PMID:34391893] [10.1016/j.bmcl.2021.128316]

Source

Source(1):

• Scientific Literature