(S)-N-(3-amino-1-cyano-3-oxopropyl)-3-(((benzo[d]thiazol-6-yl)phenyl)sulphonyl)-2,2-dimethylpropanamide

ID: ALA4556228

PubChem CID: 155557380

Max Phase: Preclinical

Molecular Formula: C22H22N4O4S2

Molecular Weight: 470.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(CS(=O)(=O)c1ccccc1-c1ccc2ncsc2c1)C(=O)N[C@H](C#N)CC(N)=O

Standard InChI:  InChI=1S/C22H22N4O4S2/c1-22(2,21(28)26-15(11-23)10-20(24)27)12-32(29,30)19-6-4-3-5-16(19)14-7-8-17-18(9-14)31-13-25-17/h3-9,13,15H,10,12H2,1-2H3,(H2,24,27)(H,26,28)/t15-/m0/s1

Standard InChI Key:  GIQMBMSZUMJEOK-HNNXBMFYSA-N

Molfile:  

 
     RDKit          2D

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    5.8957  -27.4123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  7 24  1  0
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 31 32  2  0
 32 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556228

   ---

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: 470.58

Molecular Weight (Monoisotopic): 470.1082

AlogP: 2.65

#Rotatable Bonds: 8

Polar Surface Area: 143.01

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: 2.14

CX LogP: 1.64

CX LogD: 1.64

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -1.08

References

1. Eddie SL, Gregson A, Graham E, Burton S, Harrison T, Burden R, Scott CJ, Mullan PB, Williams R..  (2019)  Identification and SAR exploration of a novel series of Legumain inhibitors.,  29  (12): [PMID:31005445] [10.1016/j.bmcl.2019.03.019]

Source

Source(1):

• Scientific Literature