(S)-6-(2-mercapto-acetylamino)-hexanoic acid {2'-[2-amino-3-(1H-indol-3-yl)-propionylamino]-biphenyl-4-yl}-amide

ID: ALA3919705

Chembl Id: CHEMBL3919705

PubChem CID: 134139863

Max Phase: Preclinical

Molecular Formula: C31H35N5O3S

Molecular Weight: 557.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](Cc1c[nH]c2ccccc12)C(=O)Nc1ccccc1-c1ccc(NC(=O)CCCCCNC(=O)CS)cc1

Standard InChI:  InChI=1S/C31H35N5O3S/c32-26(18-22-19-34-27-10-5-3-9-25(22)27)31(39)36-28-11-6-4-8-24(28)21-13-15-23(16-14-21)35-29(37)12-2-1-7-17-33-30(38)20-40/h3-6,8-11,13-16,19,26,34,40H,1-2,7,12,17-18,20,32H2,(H,33,38)(H,35,37)(H,36,39)/t26-/m0/s1

Standard InChI Key:  LKZGGPJMUICDRC-SANMLTNESA-N

Alternative Forms

1. Parent:

   

   ALA3919705

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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: 557.72

Molecular Weight (Monoisotopic): 557.2461

AlogP: 4.89

#Rotatable Bonds: 13

Polar Surface Area: 129.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.45

CX Basic pKa: 7.93

CX LogP: 3.89

CX LogD: 3.39

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.10

Np Likeness Score: -0.59

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