ID: ALA5308500

Max Phase: Preclinical

Molecular Formula: C25H44N14O7

Molecular Weight: 652.72

Representations

Canonical SMILES:  CC1NC(=O)C(N)CNC(=O)C(C2CCNC(=N)N2)NC(=O)/C(=C\NC(N)=O)NC(=O)C(CNC(=O)CC(N)CCCN)NC1=O

Standard InChI:  InChI=1S/C25H44N14O7/c1-11-19(41)36-15(9-32-17(40)7-12(27)3-2-5-26)21(43)37-16(10-34-25(30)46)22(44)39-18(14-4-6-31-24(29)38-14)23(45)33-8-13(28)20(42)35-11/h10-15,18H,2-9,26-28H2,1H3,(H,32,40)(H,33,45)(H,35,42)(H,36,41)(H,37,43)(H,39,44)(H3,29,31,38)(H3,30,34,46)/b16-10+

Standard InChI Key:  FRXNXDHFQYZYNA-MHWRWJLKSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 652.72

Molecular Weight (Monoisotopic): 652.3517

AlogP: -7.00

#Rotatable Bonds: 9

Polar Surface Area: 355.69

Molecular Species: BASE

HBA: 11

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 18

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.50

CX Basic pKa: 13.70

CX LogP: -9.78

CX LogD: -16.11

Aromatic Rings: 0

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: 0.93

References

1. Bernhard Ellinger, Justus Dick, Vanessa Lage-Rupprecht, Bruce Schultz, Andrea Zaliani, Marcin Namysl, Stephan Gebel, Ole Pless, Jeanette Reinshagen, Christian Ebeling, Alexander Esser, Marc Jacobs, Carsten Claussen, and Martin Hofmann-Apitius.  (2021)  HDAC6 screening dataset using tau-based substrate in an enzymatic assay yields selective inhibitors and activators,  [10.6019/CHEMBL4808148]

Source

Source(1):

• Fraunhofer HDAC6