2'-(tert-butyl)-1-(2-chloroquinoline-4-carbonyl)-2'H-spiro[piperidine-4,5'-pyrano[3,2-c]pyrazol]-7'(6'H)-one

ID: ALA4740877

PubChem CID: 155664281

Max Phase: Preclinical

Molecular Formula: C24H25ClN4O3

Molecular Weight: 452.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)n1cc2c(n1)C(=O)CC1(CCN(C(=O)c3cc(Cl)nc4ccccc34)CC1)O2

Standard InChI:  InChI=1S/C24H25ClN4O3/c1-23(2,3)29-14-19-21(27-29)18(30)13-24(32-19)8-10-28(11-9-24)22(31)16-12-20(25)26-17-7-5-4-6-15(16)17/h4-7,12,14H,8-11,13H2,1-3H3

Standard InChI Key:  QXNWEKMWRNUHTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   39.6833  -12.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6792  -11.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9733  -10.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9816  -12.5072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.5132  -12.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5120  -12.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9269  -12.0933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2183  -11.6880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9297  -12.9159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2192  -13.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2177  -14.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.9259  -14.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6371  -14.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6352  -13.3230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8044  -13.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0966  -12.9166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8044  -14.1423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1004  -12.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3968  -11.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6848  -12.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3930  -13.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9703  -10.0556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.2712  -12.0999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2683  -11.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4897  -11.0320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0112  -11.6954    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4943  -12.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1940  -11.6983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7829  -10.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7879  -12.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3745  -11.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2158  -10.8708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3 24  1  0
 23  4  1  0
  5  6  2  0
  6 10  1  0
  9  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
  6 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 16 21  1  0
 18 19  1  0
 19  1  1  0
  1 20  1  0
 20 21  1  0
  3 22  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 23  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  8 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740877

   ---

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: 452.94

Molecular Weight (Monoisotopic): 452.1615

AlogP: 4.48

#Rotatable Bonds: 1

Polar Surface Area: 77.32

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.19

CX LogD: 3.19

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.18

References

1. Huang T,Wu X,Yan S,Liu T,Yin X.  (2021)  Synthesis and in vitro evaluation of novel spiroketopyrazoles as acetyl-CoA carboxylase inhibitors and potential antitumor agents.,  212  [PMID:33276990] [10.1016/j.ejmech.2020.113036]

Source

Source(1):

• Scientific Literature