(1S,7S,10S,21R)-7-isobutyl-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: ALA4754402

Chembl Id: CHEMBL4754402

PubChem CID: 71542607

Max Phase: Preclinical

Molecular Formula: C23H36N4O6S2

Molecular Weight: 528.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=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/C23H36N4O6S2/c1-13(2)9-16-21(30)24-11-19(29)33-15-7-5-6-8-34-35-12-17(22(31)25-16)26-23(32)20(14(3)4)27-18(28)10-15/h5,7,13-17,20H,6,8-12H2,1-4H3,(H,24,30)(H,25,31)(H,26,32)(H,27,28)/b7-5+/t15-,16+,17-,20-/m1/s1

Standard InChI Key:  ZQDOELMUWDIGTJ-ZBCMEMONSA-N

Alternative Forms

1. Parent:

   

   ALA4754402

   (1S,7S,10S,16E,21R)-7-(2-methylpropyl)-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: 528.70

Molecular Weight (Monoisotopic): 528.2076

AlogP: 0.92

#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: 10.49

CX Basic pKa:

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 0

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: 2.29

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