8-(2-(1-(difluoromethyl)-1H-pyrazol-4-ylamino)-5-methylpyrimidin-4-yl)-2,8-diazaspiro[4.5]decan-1-one

ID: ALA5077096

PubChem CID: 162351826

Max Phase: Preclinical

Molecular Formula: C17H21F2N7O

Molecular Weight: 377.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(Nc2cnn(C(F)F)c2)nc1N1CCC2(CCNC2=O)CC1

Standard InChI:  InChI=1S/C17H21F2N7O/c1-11-8-21-16(23-12-9-22-26(10-12)15(18)19)24-13(11)25-6-3-17(4-7-25)2-5-20-14(17)27/h8-10,15H,2-7H2,1H3,(H,20,27)(H,21,23,24)

Standard InChI Key:  ROOUYRXCMOACDH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   11.5601   -3.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2659   -2.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0915   -2.1706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2779   -2.0896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9496   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8532   -6.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8520   -7.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5601   -7.4895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2698   -7.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2669   -6.2574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5583   -5.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9781   -7.4875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6852   -7.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5559   -5.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2665   -4.6288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2660   -3.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8506   -3.8144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8494   -4.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1512   -3.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1454   -5.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4304   -7.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9763   -6.7956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5665   -6.0885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7675   -6.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8977   -5.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7103   -5.2546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.3667   -4.5820    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9 12  1  0
 12 13  1  0
 11 14  1  0
 14 15  1  0
 14 18  1  0
 15 16  1  0
 16  1  1  0
  1 17  1  0
 17 18  1  0
  5 19  2  0
  6 20  1  0
 13 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 13  2  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5077096

   ---

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: 377.40

Molecular Weight (Monoisotopic): 377.1776

AlogP: 2.23

#Rotatable Bonds: 4

Polar Surface Area: 87.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.27

CX Basic pKa: 4.36

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: -1.42

References

1. Yang T, Cui X, Tang M, Qi W, Zhu Z, Shi M, Yang L, Pei H, Zhang W, Xie L, Xu Y, Yang Z, Chen L..  (2022)  Identification of a Novel 2,8-Diazaspiro[4.5]decan-1-one Derivative as a Potent and Selective Dual TYK2/JAK1 Inhibitor for the Treatment of Inflammatory Bowel Disease.,  65  (4.0): [PMID:35113547] [10.1021/acs.jmedchem.1c01137]

Source

Source(1):

• Scientific Literature