N-((S)-1-(5-((S)-3-aminopyrrolidin-1-yl)-6-methylpyrazolo[1,5-a]pyrimidin-2-yl)propyl)-5-ethyl-N-methyl-2-(methylsulfonamido)benzamide

ID: ALA4528752

PubChem CID: 140311614

Max Phase: Preclinical

Molecular Formula: C25H35N7O3S

Molecular Weight: 513.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(NS(C)(=O)=O)c(C(=O)N(C)[C@@H](CC)c2cc3nc(N4CC[C@H](N)C4)c(C)cn3n2)c1

Standard InChI:  InChI=1S/C25H35N7O3S/c1-6-17-8-9-20(29-36(5,34)35)19(12-17)25(33)30(4)22(7-2)21-13-23-27-24(16(3)14-32(23)28-21)31-11-10-18(26)15-31/h8-9,12-14,18,22,29H,6-7,10-11,15,26H2,1-5H3/t18-,22-/m0/s1

Standard InChI Key:  WCPOISDLBJIGAF-AVRDEDQJSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
    6.5871   -8.9024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5912   -8.0811    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.8773   -8.4903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302   -5.3571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8396   -4.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8396   -4.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302   -3.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4208   -4.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -4.1314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6336   -3.8790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1527   -4.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6409   -5.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5518   -5.3617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6361   -6.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4393   -6.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8490   -5.6384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3030   -5.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7706   -7.1009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5526   -3.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3314   -4.5514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9189   -3.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3236   -3.1278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9268   -5.2655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1055   -5.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3393   -5.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9346   -6.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1606   -5.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1153   -6.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7066   -7.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1233   -8.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9488   -8.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497   -7.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8853   -7.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4731   -6.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1710   -7.3820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4128   -8.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  9  7  1  0
  8  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
  5 13  1  0
 15 18  1  6
  6 19  1  0
 11 20  1  0
 20 21  1  1
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 26  1  0
 29 33  1  0
 33 34  1  0
 32 35  1  0
 35  2  1  0
  2 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528752

   ---

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: 513.67

Molecular Weight (Monoisotopic): 513.2522

AlogP: 2.73

#Rotatable Bonds: 8

Polar Surface Area: 125.93

Molecular Species: ZWITTERION

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.58

CX Basic pKa: 9.83

CX LogP: 1.67

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.47

Np Likeness Score: -1.47

References

1. Cockerill GS, Good JAD, Mathews N..  (2019)  State of the Art in Respiratory Syncytial Virus Drug Discovery and Development.,  62  (7): [PMID:30411898] [10.1021/acs.jmedchem.8b01361]

Source

Source(1):

• Scientific Literature