ID: ALA5315119

Max Phase: Approved

First Approval: 2019

Molecular Formula: C34H40F6N12O3

Molecular Weight: 380.37

Molecule Type: Small molecule

Representations

Synonyms Trade Names(1): Rinvoq

Canonical SMILES:  CC[C@@H]1CN(C(=O)NCC(F)(F)F)C[C@@H]1c1cnc2cnc3[nH]ccc3n12.CC[C@@H]1CN(C(=O)NCC(F)(F)F)C[C@@H]1c1cnc2cnc3[nH]ccc3n12.O

Standard InChI:  InChI=1S/2C17H19F3N6O.H2O/c2*1-2-10-7-25(16(27)24-9-17(18,19)20)8-11(10)13-5-22-14-6-23-15-12(26(13)14)3-4-21-15;/h2*3-6,10-11,21H,2,7-9H2,1H3,(H,24,27);1H2/t2*10-,11+;/m11./s1

Standard InChI Key:  GJMQTRCDSIQEFK-SCDRJROZSA-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: 380.37

Molecular Weight (Monoisotopic): 380.1572

AlogP: 2.91

#Rotatable Bonds: 3

Polar Surface Area: 78.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.99

CX Basic pKa: 4.11

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -1.10

References

1. Unpublished dataset, 

2. European Medicines Agency, 

Source

Source(2):

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