ID: ALA3622375

Max Phase: Preclinical

Molecular Formula: C21H18N6O3S

Molecular Weight: 434.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ccccc1NC(=O)c1ccc(-c2cn(CCc3cccc([N+](=O)[O-])c3)nn2)s1

Standard InChI:  InChI=1S/C21H18N6O3S/c22-16-6-1-2-7-17(16)23-21(28)20-9-8-19(31-20)18-13-26(25-24-18)11-10-14-4-3-5-15(12-14)27(29)30/h1-9,12-13H,10-11,22H2,(H,23,28)

Standard InChI Key:  AXAUXMXVFLCQQK-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: 434.48

Molecular Weight (Monoisotopic): 434.1161

AlogP: 3.99

#Rotatable Bonds: 7

Polar Surface Area: 128.97

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.11

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -1.89

References

1. Zhan P, Itoh Y, Suzuki T, Liu X..  (2015)  Strategies for the Discovery of Target-Specific or Isoform-Selective Modulators.,  58  (19): [PMID:26086931] [10.1021/acs.jmedchem.5b00229]

2. Bourguet E, Ozdarska K, Moroy G, Jeanblanc J, Naassila M..  (2018)  Class I HDAC Inhibitors: Potential New Epigenetic Therapeutics for Alcohol Use Disorder (AUD).,  61  (5): [PMID:28771357] [10.1021/acs.jmedchem.7b00115]

3. Wu G, Zhao T, Kang D, Zhang J, Song Y, Namasivayam V, Kongsted J, Pannecouque C, De Clercq E, Poongavanam V, Liu X, Zhan P..  (2019)  Overview of Recent Strategic Advances in Medicinal Chemistry.,  62  (21): [PMID:31050421] [10.1021/acs.jmedchem.9b00359]

4. Amin SA, Adhikari N, Kotagiri S, Jha T, Ghosh B..  (2019)  Histone deacetylase 3 inhibitors in learning and memory processes with special emphasis on benzamides.,  166  [PMID:30735902] [10.1016/j.ejmech.2019.01.077]

5. Sarkar R, Banerjee S, Amin SA, Adhikari N, Jha T..  (2020)  Histone deacetylase 3 (HDAC3) inhibitors as anticancer agents: A review.,  192  [PMID:32163814] [10.1016/j.ejmech.2020.112171]

Source

Source(1):

• Scientific Literature