ID: ALA2407730

Max Phase: Preclinical

Molecular Formula: C17H15N5O2

Molecular Weight: 321.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NO)c1ccc(CNc2nccc(-c3cccnc3)n2)cc1

Standard InChI:  InChI=1S/C17H15N5O2/c23-16(22-24)13-5-3-12(4-6-13)10-20-17-19-9-7-15(21-17)14-2-1-8-18-11-14/h1-9,11,24H,10H2,(H,22,23)(H,19,20,21)

Standard InChI Key:  DMKHBMNHLWJUQI-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: 321.34

Molecular Weight (Monoisotopic): 321.1226

AlogP: 2.27

#Rotatable Bonds: 5

Polar Surface Area: 100.03

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.05

CX Basic pKa: 4.34

CX LogP: 1.59

CX LogD: 1.58

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -1.38

References

1. Marson CM, Matthews CJ, Yiannaki E, Atkinson SJ, Soden PE, Shukla L, Lamadema N, Thomas NS..  (2013)  Discovery of potent, isoform-selective inhibitors of histone deacetylase containing chiral heterocyclic capping groups and a N-(2-aminophenyl)benzamide binding unit.,  56  (15): [PMID:23829483] [10.1021/jm400634n]

2. Zhang X, Lv P, Li D, Zhang W, Zhu H.  (2015)  Navigating into the chemical space between MGCD0103 and SAHA: novel histone deacetylase inhibitors as a promising lead,  6  (10): [10.1039/C5MD00247H]

Source

Source(1):

• Scientific Literature