ID: ALA2311793

Max Phase: Preclinical

Molecular Formula: C16H20N4O4

Molecular Weight: 332.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCCCCONC(=O)Nc1cnc2ccccc2c1)NO

Standard InChI:  InChI=1S/C16H20N4O4/c21-15(19-23)8-2-1-5-9-24-20-16(22)18-13-10-12-6-3-4-7-14(12)17-11-13/h3-4,6-7,10-11,23H,1-2,5,8-9H2,(H,19,21)(H2,18,20,22)

Standard InChI Key:  WIIHTSGYTBNRBX-UHFFFAOYSA-N

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

Properties

Molecular Weight: 332.36

Molecular Weight (Monoisotopic): 332.1485

AlogP: 2.35

#Rotatable Bonds: 8

Polar Surface Area: 112.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.62

CX Basic pKa: 3.58

CX LogP: 1.49

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.34

Np Likeness Score: -1.14

References

1. Marek L, Hamacher A, Hansen FK, Kuna K, Gohlke H, Kassack MU, Kurz T..  (2013)  Histone deacetylase (HDAC) inhibitors with a novel connecting unit linker region reveal a selectivity profile for HDAC4 and HDAC5 with improved activity against chemoresistant cancer cells.,  56  (2): [PMID:23252603] [10.1021/jm301254q]

2. Stenzel K, Hamacher A, Hansen FK, Gertzen CGW, Senger J, Marquardt V, Marek L, Marek M, Romier C, Remke M, Jung M, Gohlke H, Kassack MU, Kurz T..  (2017)  Alkoxyurea-Based Histone Deacetylase Inhibitors Increase Cisplatin Potency in Chemoresistant Cancer Cell Lines.,  60  (13): [PMID:28581289] [10.1021/acs.jmedchem.6b01538]

Source

Source(1):

• Scientific Literature