N-hydroxy-4-(3,4-dihydro-6-benzyl-4-oxopyrimidin-2-ylthio)methylcinnamylamide

ID: ALA216850

Chembl Id: CHEMBL216850

PubChem CID: 135541993

Max Phase: Preclinical

Molecular Formula: C21H19N3O3S

Molecular Weight: 393.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(CSc2nc(O)cc(Cc3ccccc3)n2)cc1)NO

Standard InChI:  InChI=1S/C21H19N3O3S/c25-19(24-27)11-10-15-6-8-17(9-7-15)14-28-21-22-18(13-20(26)23-21)12-16-4-2-1-3-5-16/h1-11,13,27H,12,14H2,(H,24,25)(H,22,23,26)/b11-10+

Standard InChI Key:  OXKATUPKSIUGOH-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA216850

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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: 393.47

Molecular Weight (Monoisotopic): 393.1147

AlogP: 3.58

#Rotatable Bonds: 7

Polar Surface Area: 95.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: 1.09

CX LogP: 4.59

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.19

Np Likeness Score: -0.95

References

1. Mai A, Massa S, Rotili D, Simeoni S, Ragno R, Botta G, Nebbioso A, Miceli M, Altucci L, Brosch G..  (2006)  Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors.,  49  (20): [PMID:17004718] [10.1021/jm0605536]

Source

Source(1):

• Scientific Literature