(E)-7-(2,6-Dimethoxy-4-(3-oxo-3-(2-oxo-5,6-dihydropyridin-1(2H)-yl)prop-1-enyl)phenoxy)-N-hydroxyheptanamide

ID: ALA4069207

Chembl Id: CHEMBL4069207

PubChem CID: 137631828

Max Phase: Preclinical

Molecular Formula: C23H30N2O7

Molecular Weight: 446.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)N2CCC=CC2=O)cc(OC)c1OCCCCCCC(=O)NO

Standard InChI:  InChI=1S/C23H30N2O7/c1-30-18-15-17(11-12-22(28)25-13-7-6-10-21(25)27)16-19(31-2)23(18)32-14-8-4-3-5-9-20(26)24-29/h6,10-12,15-16,29H,3-5,7-9,13-14H2,1-2H3,(H,24,26)/b12-11+

Standard InChI Key:  DKUPBSXMAALRQE-VAWYXSNFSA-N

Alternative Forms

1. Parent:

   

   ALA4069207

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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: 446.50

Molecular Weight (Monoisotopic): 446.2053

AlogP: 2.87

#Rotatable Bonds: 12

Polar Surface Area: 114.40

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 2.25

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: 0.54

References

1. Liao Y, Niu X, Chen B, Edwards H, Xu L, Xie C, Lin H, Polin L, Taub JW, Ge Y, Qin Z..  (2016)  Synthesis and Antileukemic Activities of Piperlongumine and HDAC Inhibitor Hybrids against Acute Myeloid Leukemia Cells.,  59  (17): [PMID:27505848] [10.1021/acs.jmedchem.6b00772]

2. Liao Y, Xu L, Ou S, Edwards H, Luedtke D, Ge Y, Qin Z..  (2018)  H2O2/Peroxynitrite-Activated Hydroxamic Acid HDAC Inhibitor Prodrugs Show Antileukemic Activities against AML Cells.,  9  (7): [PMID:30034592] [10.1021/acsmedchemlett.8b00057]

Source

Source(1):

• Scientific Literature