((S)-2,2-difluorocyclopropyl)((1R,5S)-3-(2-(1-methyl-1H-pyrazol-4-ylamino)pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl)methanone

ID: ALA4458435

Chembl Id: CHEMBL4458435

PubChem CID: 155520341

Max Phase: Preclinical

Molecular Formula: C18H21F2N7O

Molecular Weight: 389.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1cc(Nc2nccc(N3C[C@H]4CC[C@H](C3)N4C(=O)[C@@H]3CC3(F)F)n2)cn1

Standard InChI:  InChI=1S/C18H21F2N7O/c1-25-8-11(7-22-25)23-17-21-5-4-15(24-17)26-9-12-2-3-13(10-26)27(12)16(28)14-6-18(14,19)20/h4-5,7-8,12-14H,2-3,6,9-10H2,1H3,(H,21,23,24)/t12-,13-,14+/m1/s1

Standard InChI Key:  BUWBRTXGQRBBHG-MCIONIFRSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA4458435

   ---

2. Parent:

   

   ALA4458435

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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: 389.41

Molecular Weight (Monoisotopic): 389.1776

AlogP: 1.79

#Rotatable Bonds: 4

Polar Surface Area: 79.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.91

CX Basic pKa: 4.45

CX LogP: 1.55

CX LogD: 1.55

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.86

Np Likeness Score: -1.50

References

1. Fensome A, Ambler CM, Arnold E, Banker ME, Brown MF, Chrencik J, Clark JD, Dowty ME, Efremov IV, Flick A, Gerstenberger BS, Gopalsamy A, Hayward MM, Hegen M, Hollingshead BD, Jussif J, Knafels JD, Limburg DC, Lin D, Lin TH, Pierce BS, Saiah E, Sharma R, Symanowicz PT, Telliez JB, Trujillo JI, Vajdos FF, Vincent F, Wan ZK, Xing L, Yang X, Yang X, Zhang L..  (2018)  Dual Inhibition of TYK2 and JAK1 for the Treatment of Autoimmune Diseases: Discovery of (( S)-2,2-Difluorocyclopropyl)((1 R,5 S)-3-(2-((1-methyl-1 H-pyrazol-4-yl)amino)pyrimidin-4-yl)-3,8-diazabicyclo[3.2.1]octan-8-yl)methanone (PF-06700841).,  61  (19): [PMID:30113844] [10.1021/acs.jmedchem.8b00917]

Source

Source(1):

• Scientific Literature