4-(2-(5-Methyl-2-((4-morpholinophenyl)amino)pyrimidin-4-yl)-4,5,6,7-tetrahydrofuro[3,2-c]pyridine-5-carbonyl)benzonitrile

ID: ALA4537207

PubChem CID: 155548399

Max Phase: Preclinical

Molecular Formula: C30H28N6O3

Molecular Weight: 520.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(Nc2ccc(N3CCOCC3)cc2)nc1-c1cc2c(o1)CCN(C(=O)c1ccc(C#N)cc1)C2

Standard InChI:  InChI=1S/C30H28N6O3/c1-20-18-32-30(33-24-6-8-25(9-7-24)35-12-14-38-15-13-35)34-28(20)27-16-23-19-36(11-10-26(23)39-27)29(37)22-4-2-21(17-31)3-5-22/h2-9,16,18H,10-15,19H2,1H3,(H,32,33,34)

Standard InChI Key:  LSDGLVLQKFWODR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.3195  -12.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3195  -10.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0289  -11.3004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8069  -12.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2894  -11.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8069  -11.0449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6621  -10.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2472   -9.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4232   -9.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1882  -11.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766  -10.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7685  -11.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3456  -10.4896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 38 39  3  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537207

   ---

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: 520.59

Molecular Weight (Monoisotopic): 520.2223

AlogP: 4.70

#Rotatable Bonds: 5

Polar Surface Area: 107.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.30

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.40

Np Likeness Score: -1.61

References

1. Wang Y, Huang W, Xin M, Chen P, Gui L, Zhao X, Zhu X, Luo H, Cong X, Wang J, Liu F..  (2019)  Discovery of potent anti-inflammatory 4-(4,5,6,7-tetrahydrofuro[3,2-c]pyridin-2-yl) pyrimidin-2-amines for use as Janus kinase inhibitors.,  27  (12): [PMID:30926315] [10.1016/j.bmc.2019.03.048]

Source

Source(1):

• Scientific Literature