ID: ALA5314649

Max Phase: Approved

First Approval: 2023

Molecular Formula: C22H27N5O4S

Molecular Weight: 285.35

Molecule Type: Small molecule

Representations

Synonyms (3): Pf-06651600 tosylate | Ritlecitinib tosilate | Ritlecitinib toslate
Synonyms from Alternative Forms(3):

Trade Names(1): Litfulo

Canonical SMILES:  C=CC(=O)N1C[C@H](Nc2ncnc3[nH]ccc23)CC[C@@H]1C.Cc1ccc(S(=O)(=O)O)cc1

Standard InChI:  InChI=1S/C15H19N5O.C7H8O3S/c1-3-13(21)20-8-11(5-4-10(20)2)19-15-12-6-7-16-14(12)17-9-18-15;1-6-2-4-7(5-3-6)11(8,9)10/h3,6-7,9-11H,1,4-5,8H2,2H3,(H2,16,17,18,19);2-5H,1H3,(H,8,9,10)/t10-,11+;/m0./s1

Standard InChI Key:  YOZLVAFWYLSRRN-VZXYPILPSA-N

Molecule Features

Natural Product: No

Oral: Yes

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: Yes

Chirality: Yes

Availability: Yes

Prodrug: No

Properties

Molecular Weight: 285.35

Molecular Weight (Monoisotopic): 285.1590

AlogP: 1.94

#Rotatable Bonds: 3

Polar Surface Area: 73.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.59

CX Basic pKa: 6.60

CX LogP: 1.47

CX LogD: 1.40

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.85

Np Likeness Score: -0.84

References

1. Unpublished dataset, 

Source

Source(1):

• FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book)