(R)-3-(3-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)pyrrolidin-1-yl)-3-oxopropanenitrile

ID: ALA4224807

Chembl Id: CHEMBL4224807

PubChem CID: 134537158

Max Phase: Preclinical

Molecular Formula: C14H16N6O

Molecular Weight: 284.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1ncnc2[nH]ccc12)[C@@H]1CCN(C(=O)CC#N)C1

Standard InChI:  InChI=1S/C14H16N6O/c1-19(10-4-7-20(8-10)12(21)2-5-15)14-11-3-6-16-13(11)17-9-18-14/h3,6,9-10H,2,4,7-8H2,1H3,(H,16,17,18)/t10-/m1/s1

Standard InChI Key:  NSQLMHCVPLHMQU-SNVBAGLBSA-N

Alternative Forms

1. Parent:

   

   ALA4224807

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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: 284.32

Molecular Weight (Monoisotopic): 284.1386

AlogP: 0.91

#Rotatable Bonds: 3

Polar Surface Area: 88.91

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.15

CX Basic pKa: 6.44

CX LogP: 0.36

CX LogD: 0.31

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: -1.58

References

1. Chough C, Joung M, Lee S, Lee J, Kim JH, Kim BM..  (2018)  Development of selective inhibitors for the treatment of rheumatoid arthritis: (R)-3-(3-(Methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)pyrrolidin-1-yl)-3-oxopropanenitrile as a JAK1-selective inhibitor.,  26  (8): [PMID:29452839] [10.1016/j.bmc.2018.01.021]

Source

Source(1):

• Scientific Literature