(S)-(3-((7-(benzylamino)-3-isopropylpyrazolo[1,5-a]pyrimidin-5-ylamino)methyl)pyrrolidin-3-yl)methanol

ID: ALA4553241

PubChem CID: 155555568

Max Phase: Preclinical

Molecular Formula: C22H30N6O

Molecular Weight: 394.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1cnn2c(NCc3ccccc3)cc(NC[C@]3(CO)CCNC3)nc12

Standard InChI:  InChI=1S/C22H30N6O/c1-16(2)18-12-26-28-20(24-11-17-6-4-3-5-7-17)10-19(27-21(18)28)25-14-22(15-29)8-9-23-13-22/h3-7,10,12,16,23-24,29H,8-9,11,13-15H2,1-2H3,(H,25,27)/t22-/m0/s1

Standard InChI Key:  AUZGEDPWRMYCLE-QFIPXVFZSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   22.6575   -7.5611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3706   -7.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0812   -7.5652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7942   -7.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5016   -7.5723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5087   -5.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7916   -6.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2192   -6.3476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2127   -7.1686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9918   -7.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4773   -6.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0022   -6.1013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5139   -5.1093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8046   -4.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8098   -3.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5239   -3.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5294   -2.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8197   -2.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1029   -2.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1009   -3.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9838   -8.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2680   -8.6520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6916   -8.6659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9092   -7.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3606   -7.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7672   -8.5550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5711   -8.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6502   -6.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9348   -6.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  7  1  0
  5  9  1  0
  8  6  1  0
  6  7  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 10 21  1  0
 21 22  1  0
 21 23  1  0
  1 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27  1  1  0
  1 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553241

   ---

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: 394.52

Molecular Weight (Monoisotopic): 394.2481

AlogP: 2.85

#Rotatable Bonds: 8

Polar Surface Area: 86.51

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.46

CX LogP: 2.16

CX LogD: -0.68

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.74

References

1. Teng Y, Lu K, Zhang Q, Zhao L, Huang Y, Ingarra AM, Galons H, Li T, Cui S, Yu P, Oumata N..  (2019)  Recent advances in the development of cyclin-dependent kinase 7 inhibitors.,  183  [PMID:31514062] [10.1016/j.ejmech.2019.111641]

Source

Source(1):

• Scientific Literature