(1'S,2R,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: ALA4776527

PubChem CID: 162643449

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-KSZJFAHPSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   37.8409   -2.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8367   -3.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6126   -3.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0964   -3.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6193   -2.6649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5734   -2.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5801   -3.9870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.3581   -3.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3519   -2.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0087   -4.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8111   -4.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1587   -3.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9920   -2.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7963   -2.5628    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2097   -1.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6609   -1.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9084   -1.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3478   -2.0925    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   39.3170   -1.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3519   -4.5482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   39.8608   -1.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1822   -2.4298    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  1
  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:

   

   ALA4776527

   ---

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