(R)-(3-(4-(4-cyclopropyl-2-phenyl-1H-imidazol-1-yl)pyrimidin-2-ylamino)pyrrolidin-1-yl)(thiazol-2-yl)methanone

ID: ALA4876338

PubChem CID: 164628676

Max Phase: Preclinical

Molecular Formula: C24H23N7OS

Molecular Weight: 457.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1nccs1)N1CC[C@@H](Nc2nccc(-n3cc(C4CC4)nc3-c3ccccc3)n2)C1

Standard InChI:  InChI=1S/C24H23N7OS/c32-23(22-25-11-13-33-22)30-12-9-18(14-30)27-24-26-10-8-20(29-24)31-15-19(16-6-7-16)28-21(31)17-4-2-1-3-5-17/h1-5,8,10-11,13,15-16,18H,6-7,9,12,14H2,(H,26,27,29)/t18-/m1/s1

Standard InChI Key:  WMOACOPVFVMARL-GOSISDBHSA-N

Molfile:  

 
     RDKit          2D

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   41.9131  -18.9595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.5352  -19.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2314  -19.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0394  -18.2671    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.9497  -16.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9485  -17.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6566  -18.0676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3662  -17.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3634  -16.8355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6548  -16.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0746  -18.0656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6523  -15.6130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3062  -15.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0513  -14.3533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2341  -14.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   39.0826  -15.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2559  -16.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0336  -16.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6388  -15.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4610  -15.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6835  -14.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7816  -17.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5269  -17.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0728  -17.3737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6630  -16.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8640  -16.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8856  -17.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3649  -16.7959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6620  -12.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0023  -13.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
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  9 12  1  0
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 19 20  2  0
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 22 23  1  0
 23 24  2  0
 24 19  1  0
 14 19  1  0
 25 12  1  6
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 25  1  0
 27 30  1  0
 30  1  1  0
 30 31  2  0
 32 18  1  0
 33 32  1  0
 18 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876338

   ---

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: 457.56

Molecular Weight (Monoisotopic): 457.1685

AlogP: 3.99

#Rotatable Bonds: 6

Polar Surface Area: 88.83

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.87

CX LogP: 3.58

CX LogD: 3.57

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -1.58

References

1. Bheemanaboina RRY, de Souza ML, Gonzalez ML, Mahmood SU, Eck T, Kreiss T, Aylor SO, Roth A, Lee P, Pybus BS, Colussi DJ, Childers WE, Gordon J, Siekierka JJ, Bhanot P, Rotella DP..  (2021)  Discovery of Imidazole-Based Inhibitors of Plasmodium falciparum cGMP-Dependent Protein Kinase.,  12  (12.0): [PMID:34917261] [10.1021/acsmedchemlett.1c00540]

Source

Source(1):

• Scientific Literature