US9458171, 504

ID: ALA3947567

Chembl Id: CHEMBL3947567

PubChem CID: 118217925

Max Phase: Preclinical

Molecular Formula: C26H25F8NO6S2

Molecular Weight: 663.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC1(C(=O)N2CC[C@](c3ccc(C(F)(C(F)(F)F)C(F)(F)F)cc3)(S(=O)(=O)c3ccc(F)cc3)C2)CCS(=O)(=O)CC1

Standard InChI:  InChI=1S/C26H25F8NO6S2/c1-41-22(11-14-42(37,38)15-12-22)21(36)35-13-10-23(16-35,43(39,40)20-8-6-19(27)7-9-20)17-2-4-18(5-3-17)24(28,25(29,30)31)26(32,33)34/h2-9H,10-16H2,1H3/t23-/m0/s1

Standard InChI Key:  HPMPPPHFZHTUEW-QHCPKHFHSA-N

Alternative Forms

1. Parent:

   

   ALA3947567

   [(3R)-3-(4-fluorophenyl)sulfonyl-3-[4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]pyrrolidin-1-yl]-(4-methoxy-1,1-dioxothian-4-yl)methanone

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: 663.61

Molecular Weight (Monoisotopic): 663.0996

AlogP: 4.61

#Rotatable Bonds: 6

Polar Surface Area: 97.82

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.33

Np Likeness Score: -0.70

References

1.  (2016)  Pyrrolidinyl sulfone RORγ modulators, 

2. Lu Z, Duan JJ, Xiao H, Neels J, Wu DR, Weigelt CA, Sack JS, Khan J, Ruzanov M, An Y, Yarde M, Karmakar A, Vishwakrishnan S, Baratam V, Shankarappa H, Vanteru S, Babu V, Basha M, Kumar Gupta A, Kumaravel S, Mathur A, Zhao Q, Salter-Cid LM, Carter PH, Murali Dhar TG..  (2019)  Identification of potent, selective and orally bioavailable phenyl ((R)-3-phenylpyrrolidin-3-yl)sulfone analogues as RORγt inverse agonists.,  29  (16): [PMID:31257087] [10.1016/j.bmcl.2019.06.036]

Source

Source(2):

• Scientific Literature
• BindingDB Database