8-(3-Chloro-5-(1-(difluoromethyl)-1H-pyrazol-4-yl)pyridin-4-yl)-2,8-diazaspiro[4.5]decan-1-one

ID: ALA4879053

PubChem CID: 164626258

Max Phase: Preclinical

Molecular Formula: C17H18ClF2N5O

Molecular Weight: 381.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NCCC12CCN(c1c(Cl)cncc1-c1cnn(C(F)F)c1)CC2

Standard InChI:  InChI=1S/C17H18ClF2N5O/c18-13-9-21-8-12(11-7-23-25(10-11)16(19)20)14(13)24-5-2-17(3-6-24)1-4-22-15(17)26/h7-10,16H,1-6H2,(H,22,26)

Standard InChI Key:  STEMYWNWXSDYTI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   18.7911  -18.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4968  -17.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3224  -17.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5088  -17.0962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1805  -17.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0882  -21.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0871  -22.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7951  -22.4754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5048  -22.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5020  -21.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7933  -20.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3804  -20.8385    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.7909  -20.0209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4976  -19.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4971  -18.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0817  -18.8026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0806  -19.6224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3821  -18.0193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2081  -20.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9555  -21.1591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5000  -20.5498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0887  -19.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2901  -20.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3131  -20.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6483  -21.3774    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.7909  -19.9692    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
  6 12  1  0
 11 13  1  0
 13 14  1  0
 13 17  1  0
 14 15  1  0
 15  1  1  0
  1 16  1  0
 16 17  1  0
  5 18  2  0
 10 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 19  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4879053

   ---

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: 381.81

Molecular Weight (Monoisotopic): 381.1168

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 63.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.79

CX Basic pKa: 6.53

CX LogP: 2.04

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.89

Np Likeness Score: -0.99

References

1. Yu M, Long Y, Yang Y, Li M, Teo T, Noll B, Philip S, Wang S..  (2021)  Discovery of a potent, highly selective, and orally bioavailable inhibitor of CDK8 through a structure-based optimisation.,  218  [PMID:33823391] [10.1016/j.ejmech.2021.113391]

Source

Source(1):

• Scientific Literature