(8R,9R)-9-((S)-1-(1-hydroxycyclopropyl)propyl)-6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepin-8-ol

ID: ALA4797660

PubChem CID: 138984393

Max Phase: Preclinical

Molecular Formula: C15H23NO2

Molecular Weight: 249.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H]([C@@H]1c2cccn2CCC[C@H]1O)C1(O)CC1

Standard InChI:  InChI=1S/C15H23NO2/c1-2-11(15(18)7-8-15)14-12-5-3-9-16(12)10-4-6-13(14)17/h3,5,9,11,13-14,17-18H,2,4,6-8,10H2,1H3/t11-,13+,14+/m0/s1

Standard InChI Key:  LJBDYZYPZIEQBP-IACUBPJLSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   17.0207  -11.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4429  -10.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2314  -11.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8606  -11.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8544  -10.4993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5112  -11.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3136  -11.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6612  -10.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4945   -9.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2988  -10.1487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7122   -9.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1634   -8.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4109   -9.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1146  -10.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0453   -9.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1274  -11.6803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8503   -9.6784    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3054   -8.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7034  -10.2716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  1  0
  5  9  1  0
  4  6  1  0
  6  7  1  0
 10  8  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  2  0
  5 14  1  0
 14 15  1  1
 14  2  1  0
  4 16  1  1
  5 17  1  1
 15 18  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4797660

   ---

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: 249.35

Molecular Weight (Monoisotopic): 249.1729

AlogP: 2.28

#Rotatable Bonds: 3

Polar Surface Area: 45.39

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: 0.34

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