Thioacetic acid S-[4-((5R,8S,11S)-8-isopropyl-5-methyl-6,9,13-trioxo-10-oxa-3-thia-7,14,21-triaza-tricyclo[14.2.2.1*2,5*]henicosa-1(19),2(21),16(20),17-tetraen-11-yl)-but-3-enyl] ester

ID: ALA3771206

Chembl Id: CHEMBL3771206

PubChem CID: 127027490

Max Phase: Preclinical

Molecular Formula: C26H33N3O5S2

Molecular Weight: 531.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)SCC/C=C/[C@@H]1CC(=O)NCc2ccc(cc2)C2=N[C@@](C)(CS2)C(=O)N[C@@H](C(C)C)C(=O)O1

Standard InChI:  InChI=1S/C26H33N3O5S2/c1-16(2)22-24(32)34-20(7-5-6-12-35-17(3)30)13-21(31)27-14-18-8-10-19(11-9-18)23-29-26(4,15-36-23)25(33)28-22/h5,7-11,16,20,22H,6,12-15H2,1-4H3,(H,27,31)(H,28,33)/b7-5+/t20-,22+,26+/m1/s1

Standard InChI Key:  RNHTWMJDLDLLGM-TWZYLPHCSA-N

Alternative Forms

1. Parent:

   

   ALA3771206

   ---

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: 531.70

Molecular Weight (Monoisotopic): 531.1862

AlogP: 3.24

#Rotatable Bonds: 5

Polar Surface Area: 113.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.77

CX Basic pKa: 1.82

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: 1.45

References

1. Reddy DN, Ballante F, Chuang T, Pirolli A, Marrocco B, Marshall GR..  (2016)  Design and Synthesis of Simplified Largazole Analogues as Isoform-Selective Human Lysine Deacetylase Inhibitors.,  59  (4): [PMID:26681404] [10.1021/acs.jmedchem.5b01632]

2. Ballante F, Reddy DR, Zhou NJ, Marshall GR..  (2017)  Structural insights of SmKDAC8 inhibitors: Targeting Schistosoma epigenetics through a combined structure-based 3D QSAR, in vitro and synthesis strategy.,  25  (7): [PMID:28259528] [10.1016/j.bmc.2017.02.020]

Source

Source(1):

• Scientific Literature