(1S,10S,21R)-7-ethylidene-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: ALA4776416

Chembl Id: CHEMBL4776416

PubChem CID: 59669363

Max Phase: Preclinical

Molecular Formula: C21H30N4O6S2

Molecular Weight: 498.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C1\NC(=O)[C@H]2CSSCC/C=C/[C@H](CC(=O)N[C@H](C(C)C)C(=O)N2)OC(=O)CNC1=O

Standard InChI:  InChI=1S/C21H30N4O6S2/c1-4-14-19(28)22-10-17(27)31-13-7-5-6-8-32-33-11-15(20(29)23-14)24-21(30)18(12(2)3)25-16(26)9-13/h4-5,7,12-13,15,18H,6,8-11H2,1-3H3,(H,22,28)(H,23,29)(H,24,30)(H,25,26)/b7-5+,14-4-/t13-,15-,18-/m1/s1

Standard InChI Key:  MFWNOZKIKREYBG-WXWWPAJNSA-N

Alternative Forms

1. Parent:

   

   ALA4776416

   (1S,7Z,10S,16E,21R)-7-ethylidene-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: 498.63

Molecular Weight (Monoisotopic): 498.1607

AlogP: 0.41

#Rotatable Bonds: 1

Polar Surface Area: 142.70

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.65

CX Basic pKa:

CX LogP: -0.38

CX LogD: -0.38

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: 2.32

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