4-(5-Chloro-4-(1-oxo-2,8-diazaspiro[4.5]decan-8-yl)pyridin-3-yl)thiophene-2-carbaldehyde

ID: ALA4874881

PubChem CID: 164625693

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O2S

Molecular Weight: 375.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=Cc1cc(-c2cncc(Cl)c2N2CCC3(CCNC3=O)CC2)cs1

Standard InChI:  InChI=1S/C18H18ClN3O2S/c19-15-9-20-8-14(12-7-13(10-23)25-11-12)16(15)22-5-2-18(3-6-22)1-4-21-17(18)24/h7-11H,1-6H2,(H,21,24)

Standard InChI Key:  XLZUYVNVCFYXSR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   40.0999  -12.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8057  -11.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6313  -11.0235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8177  -10.9425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4894  -11.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3971  -15.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3960  -15.9128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1040  -16.3217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8137  -15.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8108  -15.0896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1022  -14.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6893  -14.6848    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   40.0998  -13.8672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8065  -13.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8060  -12.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3906  -12.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3894  -13.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6910  -11.8656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5170  -14.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2644  -15.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8089  -14.3961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.3976  -13.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5990  -13.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7271  -12.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5395  -12.8535    0.0000 O   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
 22 24  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874881

   ---

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: 375.88

Molecular Weight (Monoisotopic): 375.0808

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 62.30

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: 6.64

CX LogP: 2.31

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -0.65

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