(S)-N-(3-(1H-imidazol-1-yl)propyl)-N-methyl-1-(4-(phenylamino)pyrimidin-2-yl)pyrrolidine-2-carboxamide

ID: ALA519658

PubChem CID: 44586513

Max Phase: Preclinical

Molecular Formula: C22H27N7O

Molecular Weight: 405.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: CER-0264070 | CHEMBL519658|CER-0264070

Canonical SMILES:  CN(CCCn1ccnc1)C(=O)[C@@H]1CCCN1c1nccc(Nc2ccccc2)n1

Standard InChI:  InChI=1S/C22H27N7O/c1-27(13-6-14-28-16-12-23-17-28)21(30)19-9-5-15-29(19)22-24-11-10-20(26-22)25-18-7-3-2-4-8-18/h2-4,7-8,10-12,16-17,19H,5-6,9,13-15H2,1H3,(H,24,25,26)/t19-/m0/s1

Standard InChI Key:  YSQCKUNLGUDIRC-IBGZPJMESA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    9.3496    1.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9237    0.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3251   -0.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1521   -0.2355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5761    0.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1724    1.1971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4011    0.4688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8753   -0.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6629    0.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6728    0.8659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8912    1.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6099   -0.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7996   -1.1483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1526   -1.6080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8854   -2.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9622   -1.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4277   -3.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1604   -3.7907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9012   -0.9301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0763   -0.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6785   -0.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8544   -0.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4297   -0.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8352   -1.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6580   -1.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7027   -4.4124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5235   -5.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2314   -5.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8532   -5.0961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5295   -4.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 17  1  0
 17 18  1  0
  4  5  1  0
  3 19  1  0
  2  3  1  0
 19 20  1  0
  8  9  1  0
 20 21  2  0
  9 10  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
 11  7  1  0
 23 24  1  0
  5  6  2  0
 24 25  2  0
 25 20  1  0
  8 12  1  1
  6  1  1  0
  1  2  2  0
 12 13  2  0
 12 14  1  0
  5  7  1  0
 18 26  1  0
 26 27  1  0
 14 15  1  0
  7  8  1  0
 14 16  1  0
  3  4  2  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA519658

   (2S)-1-(4-anilinopyrimidin-2-yl)-N-(3-imidazol-1-ylpropyl)-N-methylpyrrolidine-2-carboxamide

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: 405.51

Molecular Weight (Monoisotopic): 405.2277

AlogP: 2.93

#Rotatable Bonds: 8

Polar Surface Area: 79.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.86

CX LogP: 2.57

CX LogD: 2.49

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.67

References

1. Gozalbes R, Simon L, Froloff N, Sartori E, Monteils C, Baudelle R..  (2008)  Development and experimental validation of a docking strategy for the generation of kinase-targeted libraries.,  51  (11): [PMID:18479119] [10.1021/jm701367r]

Source

Source(1):

• Scientific Literature