(5R,6R)-6-((3,3-difluorocyclobutyl)methylamino)-5,6,7,8-tetrahydronaphthalene-1,2,5-triol

ID: ALA4860571

PubChem CID: 155286375

Max Phase: Preclinical

Molecular Formula: C15H19F2NO3

Molecular Weight: 299.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc2c(c1O)CC[C@@H](NCC1CC(F)(F)C1)[C@@H]2O

Standard InChI:  InChI=1S/C15H19F2NO3/c16-15(17)5-8(6-15)7-18-11-3-1-10-9(13(11)20)2-4-12(19)14(10)21/h2,4,8,11,13,18-21H,1,3,5-7H2/t11-,13-/m1/s1

Standard InChI Key:  BPELBQWDPXGOEU-DGCLKSJQSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   31.4245  -20.7246    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.0162  -21.4413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8410  -21.4367    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -22.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0054  -23.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7201  -23.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7183  -22.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4337  -22.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4326  -23.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1455  -23.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8642  -23.2598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8653  -22.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1478  -22.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7218  -24.4982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2905  -23.6722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1478  -21.1888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5808  -22.0206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2942  -22.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0097  -22.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8017  -22.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2208  -21.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  6 14  1  0
  5 15  1  0
 13 16  1  1
 12 17  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20  2  1  0
  2 21  1  0
 21 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4860571

   ---

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: 299.32

Molecular Weight (Monoisotopic): 299.1333

AlogP: 2.08

#Rotatable Bonds: 3

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.14

CX Basic pKa: 9.24

CX LogP: 0.69

CX LogD: -0.82

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.64

Np Likeness Score: 0.91

References

1. Xing G, Woo AY, Pan L, Lin B, Cheng MS..  (2020)  Recent Advances in β₂-Agonists for Treatment of Chronic Respiratory Diseases and Heart Failure.,  63  (24.0): [PMID:33213146] [10.1021/acs.jmedchem.0c01195]

Source

Source(1):

• Scientific Literature