N-[(1R)-1-[(1-cyanocyclopropyl)carbamoyl]-2-[4-(pyridin-2-yl)piperazine-1-sulfonyl]ethyl]-3,3-dimethylbutanamide

ID: ALA4777335

PubChem CID: 162643630

Max Phase: Preclinical

Molecular Formula: C22H32N6O4S

Molecular Weight: 476.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)CC(=O)N[C@@H](CS(=O)(=O)N1CCN(c2ccccn2)CC1)C(=O)NC1(C#N)CC1

Standard InChI:  InChI=1S/C22H32N6O4S/c1-21(2,3)14-19(29)25-17(20(30)26-22(16-23)7-8-22)15-33(31,32)28-12-10-27(11-13-28)18-6-4-5-9-24-18/h4-6,9,17H,7-8,10-15H2,1-3H3,(H,25,29)(H,26,30)/t17-/m0/s1

Standard InChI Key:  SJKOGFYCCHOYII-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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    5.7061   -5.4793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.8051   -6.5159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0947   -5.2932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9476   -4.5721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 11 10  1  6
  2 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777335

   ---

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: 476.60

Molecular Weight (Monoisotopic): 476.2206

AlogP: 0.63

#Rotatable Bonds: 8

Polar Surface Area: 135.50

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.26

CX Basic pKa: 6.42

CX LogP: 0.27

CX LogD: 0.23

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.56

Np Likeness Score: -1.76

References

1. Schade M,Merla B,Lesch B,Wagener M,Timmermanns S,Pletinckx K,Hertrampf T.  (2020)  Highly Selective Sub-Nanomolar Cathepsin S Inhibitors by Merging Fragment Binders with Nitrile Inhibitors.,  63  (20.0): [PMID:32880457] [10.1021/acs.jmedchem.0c00949]

2. de Esch IJP, Erlanson DA, Jahnke W, Johnson CN, Walsh L..  (2022)  Fragment-to-Lead Medicinal Chemistry Publications in 2020.,  65  (1.0): [PMID:34928151] [10.1021/acs.jmedchem.1c01803]

Source

Source(1):

• Scientific Literature