(3R,4R)-1-[3-Amino-6-(2-hydroxyphenyl)pyridazine-4-yl]-piperidine-3,4-diol

ID: ALA4782909

PubChem CID: 162664686

Max Phase: Preclinical

Molecular Formula: C15H18N4O3

Molecular Weight: 302.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nnc(-c2ccccc2O)cc1N1CC[C@@H](O)[C@H](O)C1

Standard InChI:  InChI=1S/C15H18N4O3/c16-15-11(19-6-5-13(21)14(22)8-19)7-10(17-18-15)9-3-1-2-4-12(9)20/h1-4,7,13-14,20-22H,5-6,8H2,(H2,16,18)/t13-,14-/m1/s1

Standard InChI Key:  QDSVGQOZFIDYIH-ZIAGYGMSSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   12.3679  -17.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3667  -18.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0789  -19.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7927  -18.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7899  -17.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0771  -17.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5017  -19.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5016  -19.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2133  -20.2728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9213  -19.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9174  -19.0334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2093  -18.6297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6343  -20.2696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5002  -17.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2173  -21.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5041  -21.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5030  -22.3209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2135  -22.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9226  -22.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9253  -21.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2123  -23.5497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7947  -22.7284    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
 18 21  1  1
 17 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4782909

   ---

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: 302.33

Molecular Weight (Monoisotopic): 302.1379

AlogP: 0.36

#Rotatable Bonds: 2

Polar Surface Area: 115.73

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.45

CX Basic pKa: 5.59

CX LogP: 0.01

CX LogD: -0.04

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -0.17

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