6-((2-((1-((3r,5r,7r)-Adamantan-1-yl)ethyl)amino)-3,4-dioxocyclobut-1-en-1-yl)amino)-N-hydroxyhexanamide

ID: ALA4244764

Chembl Id: CHEMBL4244764

PubChem CID: 145986208

Max Phase: Preclinical

Molecular Formula: C22H33N3O4

Molecular Weight: 403.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Nc1c(NCCCCCC(=O)NO)c(=O)c1=O)C12CC3CC(CC(C3)C1)C2

Standard InChI:  InChI=1S/C22H33N3O4/c1-13(22-10-14-7-15(11-22)9-16(8-14)12-22)24-19-18(20(27)21(19)28)23-6-4-2-3-5-17(26)25-29/h13-16,23-24,29H,2-12H2,1H3,(H,25,26)

Standard InChI Key:  XNBWKNWCSWBFRL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4244764

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 403.52

Molecular Weight (Monoisotopic): 403.2471

AlogP: 2.78

#Rotatable Bonds: 10

Polar Surface Area: 107.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.28

CX LogD: 2.27

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: -0.19

References

1. Fournier JF, Bhurruth-Alcor Y, Musicki B, Aubert J, Aurelly M, Bouix-Peter C, Bouquet K, Chantalat L, Delorme M, Drean B, Duvert G, Fleury-Bregeot N, Gauthier B, Grisendi K, Harris CS, Hennequin LF, Isabet T, Joly F, Lafitte G, Millois C, Morgentin R, Pascau J, Piwnica D, Rival Y, Soulet C, Thoreau É, Tomas L..  (2018)  Squaramides as novel class I and IIB histone deacetylase inhibitors for topical treatment of cutaneous t-cell lymphoma.,  28  (17): [PMID:30122227] [10.1016/j.bmcl.2018.06.029]

Source

Source(1):

• Scientific Literature