ID: ALA3105674

Max Phase: Preclinical

Molecular Formula: C26H22N2O4S2

Molecular Weight: 490.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCS(=O)(=O)c1ccc(CC(=O)Nc2nc(-c3ccccc3)c(C(=O)c3ccccc3)s2)cc1

Standard InChI:  InChI=1S/C26H22N2O4S2/c1-2-34(31,32)21-15-13-18(14-16-21)17-22(29)27-26-28-23(19-9-5-3-6-10-19)25(33-26)24(30)20-11-7-4-8-12-20/h3-16H,2,17H2,1H3,(H,27,28,29)

Standard InChI Key:  MDMLFHGEDDZHNU-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: 490.61

Molecular Weight (Monoisotopic): 490.1021

AlogP: 5.02

#Rotatable Bonds: 8

Polar Surface Area: 93.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.81

CX Basic pKa:

CX LogP: 5.36

CX LogD: 5.23

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -1.74

References

1. Wang Y, Cai W, Zhang G, Yang T, Liu Q, Cheng Y, Zhou L, Ma Y, Cheng Z, Lu S, Zhao YG, Zhang W, Xiang Z, Wang S, Yang L, Wu Q, Orband-Miller LA, Xu Y, Zhang J, Gao R, Huxdorf M, Xiang JN, Zhong Z, Elliott JD, Leung S, Lin X..  (2014)  Discovery of novel N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides as potent RORγt inhibitors.,  22  (2): [PMID:24388993] [10.1016/j.bmc.2013.12.021]

2. Gege C, Schlüter T, Hoffmann T..  (2014)  Identification of the first inverse agonist of retinoid-related orphan receptor (ROR) with dual selectivity for RORβ and RORγt.,  24  (22): [PMID:25305688] [10.1016/j.bmcl.2014.09.053]

3. Fauber BP, Magnuson S..  (2014)  Modulators of the nuclear receptor retinoic acid receptor-related orphan receptor-γ (RORγ or RORc).,  57  (14): [PMID:24502334] [10.1021/jm401901d]

4. Wang Y, Cai W, Tang T, Liu Q, Yang T, Yang L, Ma Y, Zhang G, Huang Y, Song X, Orband-Miller LA, Wu Q, Zhou L, Xiang Z, Xiang JN, Leung S, Shao L, Lin X, Lobera M, Ren F..  (2018)  From RORγt Agonist to Two Types of RORγt Inverse Agonists.,  9  (2): [PMID:29456799] [10.1021/acsmedchemlett.7b00476]

Source

Source(1):

• Scientific Literature