1-(5-chloro-6-(2H-1,2,3-triazol-2-yl)pyridin-3-yl)-3-(2-chloro-7-(1-cyclopropyl-2-methoxyethyl)pyrazolo[1,5-a]pyrimidin-6-yl)urea

ID: ALA3805390

PubChem CID: 127050487

Max Phase: Preclinical

Molecular Formula: C20H19Cl2N9O2

Molecular Weight: 488.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC(c1c(NC(=O)Nc2cnc(-n3nccn3)c(Cl)c2)cnc2cc(Cl)nn12)C1CC1

Standard InChI:  InChI=1S/C20H19Cl2N9O2/c1-33-10-13(11-2-3-11)18-15(9-23-17-7-16(22)29-30(17)18)28-20(32)27-12-6-14(21)19(24-8-12)31-25-4-5-26-31/h4-9,11,13H,2-3,10H2,1H3,(H2,27,28,32)

Standard InChI Key:  ZBPMJTCUOXGGGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   -1.0028    1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6217   -1.4865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9153   -0.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2216   -1.4644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9050    0.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5151   -0.7033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8219   -1.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1132   -0.6766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0978    0.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7911    1.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4999    0.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9984   -3.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889    0.0269    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -3.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946   -3.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2884   -5.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3248   -5.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7240   -3.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9777   -5.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7788    2.7599    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -11.3897    1.5870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7484    0.9820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7388    2.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9735    3.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5101    3.0694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  2  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  4 20  1  0
  8 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 26 22  1  0
 27 26  1  0
 22 27  1  0
 18 28  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 29  1  0
 17 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3805390

   ---

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: 488.34

Molecular Weight (Monoisotopic): 487.1039

AlogP: 3.80

#Rotatable Bonds: 7

Polar Surface Area: 124.15

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.89

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -1.67

References

1. Abdel-Magid AF..  (2016)  MALT1 Inhibitors May Potentially Treat Lymphomas and Autoimmune Disorders.,  7  (3): [PMID:26985302] [10.1021/acsmedchemlett.6b00015]

Source

Source(1):

• Scientific Literature