8-(2-Amino-5-(benzofuran-2-yl)-3-chloropyridin-4-yl)-2,8-diazaspiro[4.5]decan-1-one

ID: ALA4878007

PubChem CID: 164625799

Max Phase: Preclinical

Molecular Formula: C21H21ClN4O2

Molecular Weight: 396.88

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cc3ccccc3o2)c(N2CCC3(CCNC3=O)CC2)c1Cl

Standard InChI:  InChI=1S/C21H21ClN4O2/c22-17-18(26-9-6-21(7-10-26)5-8-24-20(21)27)14(12-25-19(17)23)16-11-13-3-1-2-4-15(13)28-16/h1-4,11-12H,5-10H2,(H2,23,25)(H,24,27)

Standard InChI Key:  MTLHRGZTWNKSBV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.9564  -20.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6622  -19.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4878  -19.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6741  -18.9452    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3459  -19.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2536  -23.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2524  -23.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9605  -24.3244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6702  -23.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6673  -23.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9587  -22.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5458  -22.6875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.9563  -21.8699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6630  -21.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6625  -20.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2471  -20.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2459  -21.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5475  -19.8683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3735  -22.6811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1209  -23.0081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4555  -21.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2541  -21.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6610  -22.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4743  -22.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8816  -21.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4697  -20.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6578  -20.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5444  -24.3235    0.0000 N   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
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  7 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878007

   ---

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: 396.88

Molecular Weight (Monoisotopic): 396.1353

AlogP: 3.84

#Rotatable Bonds: 2

Polar Surface Area: 84.39

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.96

CX Basic pKa: 7.89

CX LogP: 2.53

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -0.18

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