Calcium(I) 2-((4-(Benzo[d]thiazol-5-ylamino)-6-(tertbutylsulfonyl)quinazolin-7-yl)oxy)ethyl Hydrogen Phosphate Trihydrate

ID: ALA4516875

PubChem CID: 155540443

Max Phase: Preclinical

Molecular Formula: C21H25CaN4O7PS2

Molecular Weight: 538.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)S(=O)(=O)c1cc2c(Nc3ccc4scnc4c3)ncnc2cc1OCCOP(=O)(O)O.[CaH2]

Standard InChI:  InChI=1S/C21H23N4O7PS2.Ca.2H/c1-21(2,3)35(29,30)19-9-14-15(10-17(19)31-6-7-32-33(26,27)28)22-11-23-20(14)25-13-4-5-18-16(8-13)24-12-34-18;;;/h4-5,8-12H,6-7H2,1-3H3,(H,22,23,25)(H2,26,27,28);;;

Standard InChI Key:  MYFZETQANMBAMR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 38  0  0  0  0  0  0  0  0999 V2000
   40.6902   -8.8393    0.0000 Ca  0  0  0  0  0  2  0  0  0  0  0  0
   39.6675   -9.2627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.2592   -8.5502    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   38.8464   -9.2601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2759   -3.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6926   -4.4251    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.1049   -3.7059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4079   -4.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4066   -5.6649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1215   -6.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1197   -4.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8351   -4.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8359   -5.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5512   -6.0718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2663   -5.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2614   -4.8270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5455   -4.4197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5412   -3.5948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.2535   -3.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9789   -4.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2643   -4.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6919   -6.0769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6913   -6.9019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9791   -5.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2592   -5.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9764   -7.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9758   -8.1389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9655   -3.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9517   -1.9406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2429   -2.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6734   -2.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6772   -3.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4625   -3.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.9441   -2.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.4564   -2.0908    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.5468   -8.1377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  6  5  2  0
  7  6  2  0
  8  9  2  0
  9 10  1  0
 10 13  2  0
 12 11  2  0
 11  8  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18 19  1  0
  8  6  1  0
  6 20  1  0
 20 21  1  0
  9 22  1  0
 22 23  1  0
 20 24  1  0
 20 25  1  0
 23 26  1  0
 26 27  1  0
 19 28  2  0
 28 32  1  0
 31 29  1  0
 29 30  2  0
 30 19  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 31  1  0
 27  3  1  0
  3 36  2  0
M  END

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: 538.54

Molecular Weight (Monoisotopic): 538.0746

AlogP: 4.04

#Rotatable Bonds: 8

Polar Surface Area: 160.83

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.03

CX Basic pKa: 4.17

CX LogP: 0.62

CX LogD: -0.58

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.22

Np Likeness Score: -0.97

References

1. Haile PA, Casillas LN, Votta BJ, Wang GZ, Charnley AK, Dong X, Bury MJ, Romano JJ, Mehlmann JF, King BW, Erhard KF, Hanning CR, Lipshutz DB, Desai BM, Capriotti CA, Schaeffer MC, Berger SB, Mahajan MK, Reilly MA, Nagilla R, Rivera EJ, Sun HH, Kenna JK, Beal AM, Ouellette MT, Kelly M, Stemp G, Convery MA, Vossenkämper A, MacDonald TT, Gough PJ, Bertin J, Marquis RW..  (2019)  Discovery of a First-in-Class Receptor Interacting Protein 2 (RIP2) Kinase Specific Clinical Candidate, 2-((4-(Benzo[d]thiazol-5-ylamino)-6-(tert-butylsulfonyl)quinazolin-7-yl)oxy)ethyl Dihydrogen Phosphate, for the Treatment of Inflammatory Diseases.,  62  (14): [PMID:31265286] [10.1021/acs.jmedchem.9b00575]

Source

Source(1):

• Scientific Literature