trans-4-((R)-3-(4-fluorophenylsulfonyl)-3-(4-(perfluoropropan-2-yl)phenyl)pyrrolidine-1-carbonyl)-4-methylcyclohexanecarboxylic acid

ID: ALA4513846

PubChem CID: 155539150

Max Phase: Preclinical

Molecular Formula: C28H27F8NO5S

Molecular Weight: 641.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]1(C(=O)N2CC[C@](c3ccc(C(F)(C(F)(F)F)C(F)(F)F)cc3)(S(=O)(=O)c3ccc(F)cc3)C2)CC[C@H](C(=O)O)CC1

Standard InChI:  InChI=1S/C28H27F8NO5S/c1-24(12-10-17(11-13-24)22(38)39)23(40)37-15-14-25(16-37,43(41,42)21-8-6-20(29)7-9-21)18-2-4-19(5-3-18)26(30,27(31,32)33)28(34,35)36/h2-9,17H,10-16H2,1H3,(H,38,39)/t17-,24-,25-/m0/s1

Standard InChI Key:  MTGKHQWAOPFIAB-HDBFHEOPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4513846

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 641.58

Molecular Weight (Monoisotopic): 641.1482

AlogP: 6.30

#Rotatable Bonds: 6

Polar Surface Area: 91.75

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.12

CX Basic pKa: 0.31

CX LogP: 6.16

CX LogD: 3.08

Aromatic Rings: 2

Heavy Atoms: 43

QED Weighted: 0.30

Np Likeness Score: -0.46

References

1. 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(1):

• Scientific Literature