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

ID: ALA4783838

PubChem CID: 162666537

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+/m0/s1

Standard InChI Key:  QDSVGQOZFIDYIH-UONOGXRCSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   20.5687  -10.5450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5675  -11.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2797  -11.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9935  -11.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9907  -10.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2779  -10.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7025  -11.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7024  -12.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4141  -13.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1221  -12.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1182  -11.7695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4101  -11.3658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8351  -13.0057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7010  -10.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4181  -13.8269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7049  -14.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7038  -15.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4143  -15.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1234  -15.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1261  -14.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9956  -15.4645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4131  -16.2858    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
 18 22  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4783838

   ---

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