(3S)-1-[3-Amino-6-(2-hydroxyphenyl)pyridazin-4-yl]piperidin-3-ol

ID: ALA4778417

PubChem CID: 162644012

Max Phase: Preclinical

Molecular Formula: C15H18N4O2

Molecular Weight: 286.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nnc(-c2ccccc2O)cc1N1CCC[C@H](O)C1

Standard InChI:  InChI=1S/C15H18N4O2/c16-15-13(19-7-3-4-10(20)9-19)8-12(17-18-15)11-5-1-2-6-14(11)21/h1-2,5-6,8,10,20-21H,3-4,7,9H2,(H2,16,18)/t10-/m0/s1

Standard InChI Key:  VUGYKDOKOLKKRA-JTQLQIEISA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    2.5286   -1.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -2.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2396   -2.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9534   -2.3131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9506   -1.4863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -1.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624   -2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6623   -3.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3739   -3.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0820   -3.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0781   -2.7143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3700   -2.3106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7950   -3.9506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6609   -1.0709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3780   -4.7718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6648   -5.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6637   -6.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3742   -6.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0833   -6.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0860   -5.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9554   -6.4094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
 10 13  1  0
  5 14  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  9 15  1  0
 17 21  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4778417

   ---

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: 286.33

Molecular Weight (Monoisotopic): 286.1430

AlogP: 1.39

#Rotatable Bonds: 2

Polar Surface Area: 95.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.45

CX Basic pKa: 5.59

CX LogP: 1.15

CX LogD: 1.11

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: -0.40

References

1. Wanior M,Preuss F,Ni X,Krämer A,Mathea S,Göbel T,Heidenreich D,Simonyi S,Kahnt AS,Joerger AC,Knapp S.  (2020)  Pan-SMARCA/PB1 Bromodomain Inhibitors and Their Role in Regulating Adipogenesis.,  63  (23): [PMID:33216538] [10.1021/acs.jmedchem.0c01242]

Source

Source(1):

• Scientific Literature