(1'S,2S,3a'R,10b'R)-1'-ethyl-1',3a',4',5',6',10b'-hexahydro-3H-spiro[furan-2,2'-furo[3,2-c]pyrrolo[1,2-a]azepin]-5(4H)-one

ID: ALA4751568

PubChem CID: 138984394

Max Phase: Preclinical

Molecular Formula: C16H21NO3

Molecular Weight: 275.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@H]1[C@@H]2c3cccn3CCC[C@H]2O[C@]12CCC(=O)O2

Standard InChI:  InChI=1S/C16H21NO3/c1-2-11-15-12-5-3-9-17(12)10-4-6-13(15)19-16(11)8-7-14(18)20-16/h3,5,9,11,13,15H,2,4,6-8,10H2,1H3/t11-,13+,15+,16-/m0/s1

Standard InChI Key:  XPDXZXOWWNBPDC-ZCDTZLGTSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    4.0141  -10.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0100  -11.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7859  -11.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2696  -10.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7926  -10.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7467  -10.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7534  -11.4408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5313  -11.1872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5252  -10.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1820  -11.6955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9844  -11.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3320  -10.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1653   -9.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9695  -10.0166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3829   -9.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8341   -8.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0817   -9.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5210   -9.5463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4903   -9.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5251  -12.0020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0340   -8.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3554   -9.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  6
  4  5  1  0
  5  1  1  0
  9  6  1  0
  6  4  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 13  1  0
  8 10  1  0
 10 11  1  0
 14 12  1  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  2  0
  9 18  1  1
  6 19  1  1
  8 20  1  6
 19 21  1  0
  1 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751568

   ---

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: 275.35

Molecular Weight (Monoisotopic): 275.1521

AlogP: 2.82

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: 1.11

References

1. Ma K,Zhang M,Wu X,Yang P,Yin C.  (2021)  Discovery of a potent β-catenin destabilizer for overcoming the resistance of 5-fluorouracil in colorectal cancer.,  30  [PMID:33321421] [10.1016/j.bmc.2020.115929]

Source

Source(1):

• Scientific Literature