Methyl 1-((5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl)methyl)piperidine-4-carboxylate

ID: ALA4872760

PubChem CID: 164624756

Max Phase: Preclinical

Molecular Formula: C23H23NO7

Molecular Weight: 425.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1CCN(Cc2c(O)cc(O)c3c(=O)cc(-c4ccc(O)cc4)oc23)CC1

Standard InChI:  InChI=1S/C23H23NO7/c1-30-23(29)14-6-8-24(9-7-14)12-16-17(26)10-18(27)21-19(28)11-20(31-22(16)21)13-2-4-15(25)5-3-13/h2-5,10-11,14,25-27H,6-9,12H2,1H3

Standard InChI Key:  PICZDBVDXARDKR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.0008  -16.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7156  -16.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7137  -14.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4291  -15.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4279  -16.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1447  -16.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8674  -16.1266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8686  -15.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1471  -14.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2874  -14.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7153  -17.3602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7113  -14.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9956  -13.6470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9958  -12.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2842  -12.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5685  -12.8193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2852  -14.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5824  -14.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2961  -15.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0110  -14.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0134  -14.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2950  -13.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5830  -14.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7284  -13.6538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8545  -12.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1397  -12.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8552  -11.5813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4256  -12.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
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  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
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  1 11  1  0
  3 12  1  0
  7 13  2  0
  4 14  1  0
 14 15  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
  9 21  1  0
 24 27  1  0
 18 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872760

   ---

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: 425.44

Molecular Weight (Monoisotopic): 425.1475

AlogP: 2.96

#Rotatable Bonds: 4

Polar Surface Area: 120.44

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.46

CX Basic pKa: 7.13

CX LogP: 1.69

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: 0.45

References

1. Long H, Hu X, Wang B, Wang Q, Wang R, Liu S, Xiong F, Jiang Z, Zhang XQ, Ye WC, Wang H..  (2021)  Discovery of Novel Apigenin-Piperazine Hybrids as Potent and Selective Poly (ADP-Ribose) Polymerase-1 (PARP-1) Inhibitors for the Treatment of Cancer.,  64  (16.0): [PMID:34404206] [10.1021/acs.jmedchem.1c00735]

Source

Source(1):

• Scientific Literature