2-[6-(Methylamino)-5-[(3R)-3-phenoxy-1-piperidyl]pyridazine-3-yl]phenol

ID: ALA4740554

PubChem CID: 162645003

Max Phase: Preclinical

Molecular Formula: C22H24N4O2

Molecular Weight: 376.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1nnc(-c2ccccc2O)cc1N1CCC[C@@H](Oc2ccccc2)C1

Standard InChI:  InChI=1S/C22H24N4O2/c1-23-22-20(14-19(24-25-22)18-11-5-6-12-21(18)27)26-13-7-10-17(15-26)28-16-8-3-2-4-9-16/h2-6,8-9,11-12,14,17,27H,7,10,13,15H2,1H3,(H,23,25)/t17-/m1/s1

Standard InChI Key:  XCDOKIROMHIQKP-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

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    3.6459  -11.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3581  -11.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719  -11.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690  -10.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7808  -12.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4924  -13.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2005  -12.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1965  -11.7695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4885  -11.3658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9135  -13.0057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7793  -10.1260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965  -13.8269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7833  -14.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7822  -15.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4927  -15.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2017  -15.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2045  -14.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0739  -15.4645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668  -15.0549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709  -14.2396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6646  -13.8300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9553  -14.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9568  -15.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637  -15.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9143  -13.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  1  0
 13 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740554

   ---

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: 376.46

Molecular Weight (Monoisotopic): 376.1899

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 70.51

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.45

CX Basic pKa: 5.50

CX LogP: 3.79

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -0.58

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