(R)-3-(7-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-5-azaspiro[2.4]heptan-5-yl)-3-oxopropanenitrile

ID: ALA4279819

Chembl Id: CHEMBL4279819

PubChem CID: 118911481

Max Phase: Preclinical

Molecular Formula: C16H18N6O

Molecular Weight: 310.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(c1ncnc2[nH]ccc12)[C@H]1CN(C(=O)CC#N)CC12CC2

Standard InChI:  InChI=1S/C16H18N6O/c1-21(15-11-3-7-18-14(11)19-10-20-15)12-8-22(13(23)2-6-17)9-16(12)4-5-16/h3,7,10,12H,2,4-5,8-9H2,1H3,(H,18,19,20)/t12-/m0/s1

Standard InChI Key:  VCBQNQKWRAHHIR-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA4279819

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2. Alternative Forms:

   

   ALA4279819

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3. 

   ALA4279819

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4. 

   ALA4279819

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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: 310.36

Molecular Weight (Monoisotopic): 310.1542

AlogP: 1.30

#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: 0.87

CX LogD: 0.82

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.92

Np Likeness Score: -0.56

References

1. Chough C, Lee S, Joung M, Lee J, Kim JH, Kim BM..  (2018)  Design, synthesis and evaluation of (R)-3-(7-(methyl(7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-5-azaspiro[2.4]heptan-5-yl)-3-oxopropanenitrile as a JAK1-selective inhibitor.,  9  (3): [PMID:30108938] [10.1039/C7MD00568G]

Source

Source(1):

• Scientific Literature