(1S,7R,10S,21R)-7-benzyl-21-isopropyl-2-oxa-12,13-dithia-5,8,20,23-tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone

ID: ALA4746359

Chembl Id: CHEMBL4746359

PubChem CID: 71542605

Max Phase: Preclinical

Molecular Formula: C26H34N4O6S2

Molecular Weight: 562.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H]1NC(=O)C[C@H]2/C=C/CCSSC[C@@H](NC1=O)C(=O)N[C@H](Cc1ccccc1)C(=O)NCC(=O)O2

Standard InChI:  InChI=1S/C26H34N4O6S2/c1-16(2)23-26(35)29-20-15-38-37-11-7-6-10-18(13-21(31)30-23)36-22(32)14-27-24(33)19(28-25(20)34)12-17-8-4-3-5-9-17/h3-6,8-10,16,18-20,23H,7,11-15H2,1-2H3,(H,27,33)(H,28,34)(H,29,35)(H,30,31)/b10-6+/t18-,19-,20-,23-/m1/s1

Standard InChI Key:  RTUUWGNYWYQPCL-YMLJOGPASA-N

Alternative Forms

1. Parent:

   

   ALA4746359

   (1S,7R,10S,16E,21R)-7-benzyl-21-propan-2-yl-2-oxa-12,13-dithia-5,8,20,23-tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone

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: 562.71

Molecular Weight (Monoisotopic): 562.1920

AlogP: 1.11

#Rotatable Bonds: 3

Polar Surface Area: 142.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.45

CX Basic pKa:

CX LogP: 0.94

CX LogD: 0.94

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: 2.04

References

1. Narita K,Matsuhara K,Itoh J,Akiyama Y,Dan S,Yamori T,Ito A,Yoshida M,Katoh T.  (2016)  Synthesis and biological evaluation of novel FK228 analogues as potential isoform selective HDAC inhibitors.,  121  [PMID:27318982] [10.1016/j.ejmech.2016.05.031]

Source

Source(1):

• Scientific Literature