(S)-6-(2-Mercapto-acetylamino)-hexanoic acid [2'-(2-amino-3-phenyl-propionylamino)-biphenyl-4-yl]-amide

ID: ALA3947997

Chembl Id: CHEMBL3947997

PubChem CID: 134148028

Max Phase: Preclinical

Molecular Formula: C29H34N4O3S

Molecular Weight: 518.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1ccccc1)C(=O)Nc1ccccc1-c1ccc(NC(=O)CCCCCNC(=O)CS)cc1

Standard InChI:  InChI=1S/C29H34N4O3S/c30-25(19-21-9-3-1-4-10-21)29(36)33-26-12-7-6-11-24(26)22-14-16-23(17-15-22)32-27(34)13-5-2-8-18-31-28(35)20-37/h1,3-4,6-7,9-12,14-17,25,37H,2,5,8,13,18-20,30H2,(H,31,35)(H,32,34)(H,33,36)/t25-/m0/s1

Standard InChI Key:  KPPGBOJVGZRMKT-VWLOTQADSA-N

Alternative Forms

1. Parent:

   

   ALA3947997

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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: 518.68

Molecular Weight (Monoisotopic): 518.2352

AlogP: 4.41

#Rotatable Bonds: 13

Polar Surface Area: 113.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.45

CX Basic pKa: 7.98

CX LogP: 3.79

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: -0.65

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