ID: ALA3809034

Max Phase: Preclinical

Molecular Formula: C25H27N5O2S

Molecular Weight: 461.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CNC(=O)CCCCC[C@H](NC(=O)c1cncs1)c1ncc(-c2ccc3ccccc3c2)[nH]1

Standard InChI:  InChI=1S/C25H27N5O2S/c1-26-23(31)10-4-2-3-9-20(30-25(32)22-15-27-16-33-22)24-28-14-21(29-24)19-12-11-17-7-5-6-8-18(17)13-19/h5-8,11-16,20H,2-4,9-10H2,1H3,(H,26,31)(H,28,29)(H,30,32)/t20-/m0/s1

Standard InChI Key:  LKKXTQKFAXKMAS-FQEVSTJZSA-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: 461.59

Molecular Weight (Monoisotopic): 461.1885

AlogP: 4.85

#Rotatable Bonds: 10

Polar Surface Area: 99.77

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.37

CX Basic pKa: 5.78

CX LogP: 3.04

CX LogD: 3.03

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: -0.86

References

1. Ontoria JM, Paonessa G, Ponzi S, Ferrigno F, Nizi E, Biancofiore I, Malancona S, Graziani R, Roberts D, Willis P, Bresciani A, Gennari N, Cecchetti O, Monteagudo E, Orsale MV, Veneziano M, Di Marco A, Cellucci A, Laufer R, Altamura S, Summa V, Harper S..  (2016)  Discovery of a Selective Series of Inhibitors of Plasmodium falciparum HDACs.,  7  (5): [PMID:27190592] [10.1021/acsmedchemlett.5b00468]

2. Bresciani A, Ontoria JM, Biancofiore I, Cellucci A, Ciammaichella A, Di Marco A, Ferrigno F, Francone A, Malancona S, Monteagudo E, Nizi E, Pace P, Ponzi S, Rossetti I, Veneziano M, Summa V, Harper S..  (2019)  Improved Selective Class I HDAC and Novel Selective HDAC3 Inhibitors: Beyond Hydroxamic Acids and Benzamides.,  10  (4): [PMID:30996783] [10.1021/acsmedchemlett.8b00517]

Source

Source(1):

• Scientific Literature