6-(2-mercapto-acetylamino)-hexanoic acid [2'-(2-amino-acetylamino)-biphenyl-4-yl]-amide

ID: ALA3966183

Chembl Id: CHEMBL3966183

PubChem CID: 25032248

Max Phase: Preclinical

Molecular Formula: C22H28N4O3S

Molecular Weight: 428.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCC(=O)Nc1ccccc1-c1ccc(NC(=O)CCCCCNC(=O)CS)cc1

Standard InChI:  InChI=1S/C22H28N4O3S/c23-14-21(28)26-19-7-4-3-6-18(19)16-9-11-17(12-10-16)25-20(27)8-2-1-5-13-24-22(29)15-30/h3-4,6-7,9-12,30H,1-2,5,8,13-15,23H2,(H,24,29)(H,25,27)(H,26,28)

Standard InChI Key:  UAEHSKBDYBRUNU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3966183

   N-[4-[2-[(2-aminoacetyl)amino]phenyl]phenyl]-6-[(2-sulfanylacetyl)amino]hexanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.56

Molecular Weight (Monoisotopic): 428.1882

AlogP: 2.80

#Rotatable Bonds: 11

Polar Surface Area: 113.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.45

CX Basic pKa: 7.96

CX LogP: 1.56

CX LogD: 1.04

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: -0.98

References

1.  (2010)  Isoform Selective HDAC Inhibitors, 

2. Tavares MT, Kozikowski AP, Shen S..  (2021)  Mercaptoacetamide: A promising zinc-binding group for the discovery of selective histone deacetylase 6 inhibitors.,  209  [PMID:33035922] [10.1016/j.ejmech.2020.112887]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data