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

ID: ALA4876642

PubChem CID: 164627042

Max Phase: Preclinical

Molecular Formula: C17H18ClN3OS

Molecular Weight: 347.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NCCC12CCN(c1c(Cl)cncc1-c1cccs1)CC2

Standard InChI:  InChI=1S/C17H18ClN3OS/c18-13-11-19-10-12(14-2-1-9-23-14)15(13)21-7-4-17(5-8-21)3-6-20-16(17)22/h1-2,9-11H,3-8H2,(H,20,22)

Standard InChI Key:  NAMIJFMAPMJBGN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   40.1082   -3.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8139   -3.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6395   -2.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8259   -2.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4976   -3.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4054   -6.6902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4042   -7.5097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1123   -7.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8219   -7.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8191   -6.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1105   -6.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6976   -6.2818    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   40.1080   -5.4642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8148   -5.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8143   -4.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3989   -4.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3977   -5.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6993   -3.4626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5253   -6.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2708   -6.6065    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.6054   -5.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4040   -5.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8125   -5.9964    0.0000 C   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  1  0
 20 23  1  0
 22 21  1  0
 21 19  2  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876642

   ---

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: 347.87

Molecular Weight (Monoisotopic): 347.0859

AlogP: 3.57

#Rotatable Bonds: 2

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: 6.45

CX LogP: 2.46

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: -1.06

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