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

ID: ALA4876474

PubChem CID: 164627983

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O2S

Molecular Weight: 375.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=Cc1sccc1-c1cncc(Cl)c1N1CCC2(CCNC2=O)CC1

Standard InChI:  InChI=1S/C18H18ClN3O2S/c19-14-10-20-9-13(12-1-8-25-15(12)11-23)16(14)22-6-3-18(4-7-22)2-5-21-17(18)24/h1,8-11H,2-7H2,(H,21,24)

Standard InChI Key:  HXPWCCNRFKJIGR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   26.3975  -11.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1033  -11.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9289  -10.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1153  -10.3234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7870  -11.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6947  -14.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6936  -15.2937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4016  -15.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1113  -15.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1084  -14.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3998  -14.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9869  -14.0657    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.3974  -13.2481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1041  -12.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1036  -12.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6882  -12.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6870  -12.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9886  -11.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8146  -14.0593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5620  -14.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1065  -13.7770    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.6952  -13.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8966  -13.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7360  -15.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5144  -15.4334    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
 20 24  1  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876474

   ---

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: 6.58

CX LogP: 2.31

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.84

Np Likeness Score: -0.71

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