7-[[4-[4-(2-aminoethoxy)pyrazol-1-yl]pyrimidin-2-yl]amino]-N,3-dimethyl-imidazo[1,5-a]pyridine-1-carboxamide

ID: ALA4741509

PubChem CID: 162647262

Max Phase: Preclinical

Molecular Formula: C19H21N9O2

Molecular Weight: 407.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1nc(C)n2ccc(Nc3nccc(-n4cc(OCCN)cn4)n3)cc12

Standard InChI:  InChI=1S/C19H21N9O2/c1-12-24-17(18(29)21-2)15-9-13(4-7-27(12)15)25-19-22-6-3-16(26-19)28-11-14(10-23-28)30-8-5-20/h3-4,6-7,9-11H,5,8,20H2,1-2H3,(H,21,29)(H,22,25,26)

Standard InChI Key:  OMTLMENESAAZLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.9608  -17.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9596  -18.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6677  -19.0457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3773  -18.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3745  -17.8136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6659  -17.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0857  -19.0438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7928  -18.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4994  -19.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2044  -18.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7880  -17.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4934  -17.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2080  -17.8268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8210  -17.2746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4851  -16.5210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6647  -16.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6204  -17.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1177  -16.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3700  -15.2232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3184  -16.1707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1692  -15.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6634  -16.5912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3236  -16.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0688  -15.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2515  -15.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0015  -16.1129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5471  -14.6699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2125  -13.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6909  -13.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5038  -13.3448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 11  2  0
  9 10  2  0
 10 13  1  0
 12 11  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 14 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
  6 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741509

   ---

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: 407.44

Molecular Weight (Monoisotopic): 407.1818

AlogP: 1.06

#Rotatable Bonds: 7

Polar Surface Area: 137.28

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.16

CX Basic pKa: 9.27

CX LogP: -0.19

CX LogD: -1.94

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -1.47

References

1. Barlaam B,Boiko S,Boyd S,Dry H,Gingipalli L,Ikeda T,Johnson T,Kawatkar S,Lorthioir O,Pike A,Pollard H,Read J,Su Q,Wang H,Wang H,Wang L,Wang P,Edmondson SD.  (2020)  Novel potent and selective pyrazolylpyrimidine-based SYK inhibitors.,  30  (22): [PMID:32877741] [10.1016/j.bmcl.2020.127523]

Source

Source(1):

• Scientific Literature