2-((S)-2-Amino-3-methyl-pentanoyl)-pyrazolidine-1-carboxylic acid (2-trifluoromethyl-phenyl)-amide hydrochloride

ID: ALA556196

PubChem CID: 45265666

Max Phase: Preclinical

Molecular Formula: C17H24ClF3N4O2

Molecular Weight: 372.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)[C@H](N)C(=O)N1CCCN1C(=O)Nc1ccccc1C(F)(F)F.Cl

Standard InChI:  InChI=1S/C17H23F3N4O2.ClH/c1-3-11(2)14(21)15(25)23-9-6-10-24(23)16(26)22-13-8-5-4-7-12(13)17(18,19)20;/h4-5,7-8,11,14H,3,6,9-10,21H2,1-2H3,(H,22,26);1H/t11?,14-;/m0./s1

Standard InChI Key:  FBNCGBGYMGFJCZ-WKRKBMNRSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
    8.7484    4.0844    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0312    5.2379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9122    6.2341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8933    3.7570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951    3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5972    1.5031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2150    7.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732    5.8565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5548    3.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6384   -0.9011    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984   -2.7004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6377   -2.1009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4984    5.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447    3.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3540    8.0817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0940    8.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484    4.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3968   10.1719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    8.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5005   10.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  6  7  1  0
  5  8  1  0
  7  9  1  0
  8  9  1  0
  3 10  1  0
  3 11  2  0
  5 12  2  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
  2 16  1  0
  4 17  1  0
 10 18  1  6
 10 19  1  0
 16 20  1  0
 17 20  1  0
  7 21  2  0
  9 22  2  0
 19 23  1  0
 19 24  1  0
 21 25  1  0
 22 26  1  0
 25 26  2  0
 23 27  1  0
M  END

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: 372.39

Molecular Weight (Monoisotopic): 372.1773

AlogP: 3.06

#Rotatable Bonds: 4

Polar Surface Area: 78.67

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: 8.06

CX LogP: 2.48

CX LogD: 1.74

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: -0.94

References

1. Ahn JH, Kim JA, Kim HM, Kwon HM, Huh SC, Rhee SD, Kim KR, Yang SD, Park SD, Lee JM, Kim SS, Cheon HG..  (2005)  Synthesis and evaluation of pyrazolidine derivatives as dipeptidyl peptidase IV (DP-IV) inhibitors.,  15  (5): [PMID:15713382] [10.1016/j.bmcl.2005.01.020]

Source

Source(1):

• Scientific Literature