3-amino-N-[2-[4-[(3R)-3-(hydroxymethyl)piperazin-1-yl]phenyl]ethyl]-6-methyl-thieno[2,3-b]pyridine-2-carboxamide

ID: ALA4539113

PubChem CID: 153311008

Max Phase: Preclinical

Molecular Formula: C22H27N5O2S

Molecular Weight: 425.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(N)c(C(=O)NCCc3ccc(N4CCN[C@@H](CO)C4)cc3)sc2n1

Standard InChI:  InChI=1S/C22H27N5O2S/c1-14-2-7-18-19(23)20(30-22(18)26-14)21(29)25-9-8-15-3-5-17(6-4-15)27-11-10-24-16(12-27)13-28/h2-7,16,24,28H,8-13,23H2,1H3,(H,25,29)/t16-/m1/s1

Standard InChI Key:  VYSSWPBTCCCHHZ-MRXNPFEDSA-N

Molfile:  

 
     RDKit          2D

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   10.5930  -13.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4067  -13.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8134  -12.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5805  -11.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8183  -13.8476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4127  -14.5570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 25 29  1  1
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539113

   ---

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: 425.56

Molecular Weight (Monoisotopic): 425.1885

AlogP: 1.93

#Rotatable Bonds: 6

Polar Surface Area: 103.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.36

CX LogP: 2.11

CX LogD: 1.11

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: -1.29

References

1.  (2017)  Thienopyridine carboxamides as ubiquitin-specific protease inhibitors, 

Source

Source(1):

• Patent Bioactivity Data