(+/-)-4-((3-(1-(4-Chloro-3-(trifluoromethyl)benzoyl)piperidin-4-yl)-2,5-dioxoimidazolidin-4-yl)methyl)phenyl isoquinoline-5-sulfonate

ID: ALA3415342

Chembl Id: CHEMBL3415342

PubChem CID: 118733194

Max Phase: Preclinical

Molecular Formula: C32H26ClF3N4O6S

Molecular Weight: 687.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)N(C2CCN(C(=O)c3ccc(Cl)c(C(F)(F)F)c3)CC2)C1Cc1ccc(OS(=O)(=O)c2cccc3cnccc23)cc1

Standard InChI:  InChI=1S/C32H26ClF3N4O6S/c33-26-9-6-20(17-25(26)32(34,35)36)30(42)39-14-11-22(12-15-39)40-27(29(41)38-31(40)43)16-19-4-7-23(8-5-19)46-47(44,45)28-3-1-2-21-18-37-13-10-24(21)28/h1-10,13,17-18,22,27H,11-12,14-16H2,(H,38,41,43)

Standard InChI Key:  NTIPPLUXKZVJHM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3415342

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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: 687.10

Molecular Weight (Monoisotopic): 686.1214

AlogP: 5.44

#Rotatable Bonds: 7

Polar Surface Area: 125.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.18

CX Basic pKa: 3.20

CX LogP: 4.58

CX LogD: 4.57

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.20

Np Likeness Score: -1.12

References

1. Park JH, Lee GE, Lee SD, Hien TT, Kim S, Yang JW, Cho JH, Ko H, Lim SC, Kim YG, Kang KW, Kim YC..  (2015)  Discovery of novel 2,5-dioxoimidazolidine-based P2X(7) receptor antagonists as constrained analogues of KN62.,  58  (5): [PMID:25597334] [10.1021/jm500324g]

2. Park JH, Lee GE, Lee SD, Hien TT, Kim S, Yang JW, Cho JH, Ko H, Lim SC, Kim YG, Kang KW, Kim YC..  (2015)  Discovery of novel 2,5-dioxoimidazolidine-based P2X(7) receptor antagonists as constrained analogues of KN62.,  58  (5): [PMID:25597334] [10.1021/jm500324g]

3. Park JH, Lee GE, Lee SD, Hien TT, Kim S, Yang JW, Cho JH, Ko H, Lim SC, Kim YG, Kang KW, Kim YC..  (2015)  Discovery of novel 2,5-dioxoimidazolidine-based P2X(7) receptor antagonists as constrained analogues of KN62.,  58  (5): [PMID:25597334] [10.1021/jm500324g]

4. Park JH, Williams DR, Lee JH, Lee SD, Lee JH, Ko H, Lee GE, Kim S, Lee JM, Abdelrahman A, Müller CE, Jung DW, Kim YC..  (2016)  Potent Suppressive Effects of 1-Piperidinylimidazole Based Novel P2X7 Receptor Antagonists on Cancer Cell Migration and Invasion.,  59  (16): [PMID:27427902] [10.1021/acs.jmedchem.5b01690]

Source

Source(1):

• Scientific Literature