(R)-4-((3-benzyl-4-(3-chlorobenzyl)-2,5-dioxopiperazin-1-yl)methyl)-N-hydroxybenzamide

ID: ALA5266137

Chembl Id: CHEMBL5266137

Max Phase: Preclinical

Molecular Formula: C26H24ClN3O4

Molecular Weight: 477.95

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(CN2CC(=O)N(Cc3cccc(Cl)c3)[C@H](Cc3ccccc3)C2=O)cc1

Standard InChI:  InChI=1S/C26H24ClN3O4/c27-22-8-4-7-20(13-22)16-30-23(14-18-5-2-1-3-6-18)26(33)29(17-24(30)31)15-19-9-11-21(12-10-19)25(32)28-34/h1-13,23,34H,14-17H2,(H,28,32)/t23-/m1/s1

Standard InChI Key:  GUNBRUHPJCKSKN-HSZRJFAPSA-N

Alternative Forms

1. Parent:

   

   ALA5266137

   ---

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

Calculated Properties

Molecular Weight: 477.95

Molecular Weight (Monoisotopic): 477.1455

AlogP: 3.44

#Rotatable Bonds: 7

Polar Surface Area: 89.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.05

CX Basic pKa:

CX LogP: 3.36

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.90

References

1. Chen X, Chen X, Steimbach RR, Wu T, Li H, Dan W, Shi P, Cao C, Li D, Miller AK, Qiu Z, Gao J, Zhu Y..  (2020)  Novel 2, 5-diketopiperazine derivatives as potent selective histone deacetylase 6 inhibitors: Rational design, synthesis and antiproliferative activity.,  187  [PMID:31865013] [10.1016/j.ejmech.2019.111950]

Source

Source(1):

• Scientific Literature