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

ID: ALA4878175

PubChem CID: 164627305

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N3OS

Molecular Weight: 382.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1NCCC12CCN(c1c(Cl)cncc1-c1ccc(Cl)s1)CC2

Standard InChI:  InChI=1S/C17H17Cl2N3OS/c18-12-10-20-9-11(13-1-2-14(19)24-13)15(12)22-7-4-17(5-8-22)3-6-21-16(17)23/h1-2,9-10H,3-8H2,(H,21,23)

Standard InChI Key:  JZJJXQLMEJTQNR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   35.2628  -19.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9686  -19.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7942  -18.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9805  -18.6398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6523  -19.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5600  -22.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5588  -23.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2669  -24.0190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9766  -23.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9737  -22.7869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2651  -22.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8522  -22.3821    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.2627  -21.5645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9694  -21.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9689  -20.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5535  -20.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5523  -21.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8539  -19.5629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6799  -22.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4255  -22.7069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.7600  -21.5643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5587  -21.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9672  -22.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7802  -22.1787    0.0000 Cl  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
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878175

   ---

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: 382.32

Molecular Weight (Monoisotopic): 381.0469

AlogP: 4.22

#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: 13.77

CX Basic pKa: 6.44

CX LogP: 3.23

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: -0.92

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