4-Morpholin-4-yl-N-{4-[4-((R)-pyrrolidin-3-ylamino)-thieno[3,2-d]pyrimidin-2-yl]-pyridin-2-yl}-benzamide

ID: ALA3728175

PubChem CID: 89596371

Max Phase: Preclinical

Molecular Formula: C26H27N7O2S

Molecular Weight: 501.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(-c2nc(N[C@@H]3CCNC3)c3sccc3n2)ccn1)c1ccc(N2CCOCC2)cc1

Standard InChI:  InChI=1S/C26H27N7O2S/c34-26(17-1-3-20(4-2-17)33-10-12-35-13-11-33)31-22-15-18(5-9-28-22)24-30-21-7-14-36-23(21)25(32-24)29-19-6-8-27-16-19/h1-5,7,9,14-15,19,27H,6,8,10-13,16H2,(H,28,31,34)(H,29,30,32)/t19-/m1/s1

Standard InChI Key:  UJJXURHDFSFZGT-LJQANCHMSA-N

Molfile:  

     RDKit          2D

 36 41  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 N   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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   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
   -0.9971   -3.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935   -3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279   -5.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8944   -5.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6474   -4.2692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6464   -3.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168    1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9144    0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2151    1.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2185    2.9892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9211    3.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6204    2.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9214    5.2429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6222    5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6225    7.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5827    5.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3252    8.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3285    9.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6292   10.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9266    9.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9232    8.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6325   11.9960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3363   12.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   14.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6439   14.9961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9401   14.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9344   12.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
 11 10  1  6
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  2 16  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
 31 32  1  0
 31 36  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3728175

   4-morpholin-4-yl-N-[4-[4-[[(3R)-pyrrolidin-3-yl]amino]thieno[3,2-d]pyrimidin-2-yl]pyridin-2-yl]benzamide

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: 501.62

Molecular Weight (Monoisotopic): 501.1947

AlogP: 3.62

#Rotatable Bonds: 6

Polar Surface Area: 104.30

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.31

CX LogP: 3.74

CX LogD: 0.96

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: -1.90

References

1.  (2013)  Thienopyrimidine inhibitors of atypical protein kinase C, 

Source

Source(1):

• Patent Bioactivity Data