1-(((3S,4R)-3-((4-(3-benzyl-1-ethyl-1H-pyrazol-5-yl)piperidin-1-yl)methyl)-4-(1-methyl-1H-pyrazol-3-yl)pyrrolidin-1-yl)methyl)cyclopentanecarboxylic acid

ID: ALA5278843

Max Phase: Preclinical

Molecular Formula: C33H46N6O2

Molecular Weight: 558.77

Names and Identifiers

Canonical SMILES:  CCn1nc(Cc2ccccc2)cc1C1CCN(C[C@H]2CN(CC3(C(=O)O)CCCC3)C[C@@H]2c2ccn(C)n2)CC1

Standard InChI:  InChI=1S/C33H46N6O2/c1-3-39-31(20-28(34-39)19-25-9-5-4-6-10-25)26-11-17-37(18-12-26)21-27-22-38(23-29(27)30-13-16-36(2)35-30)24-33(32(40)41)14-7-8-15-33/h4-6,9-10,13,16,20,26-27,29H,3,7-8,11-12,14-15,17-19,21-24H2,1-2H3,(H,40,41)/t27-,29-/m0/s1

Standard InChI Key:  YRUCJMSCZIDGFI-YTMVLYRLSA-N

Molfile:  

 
     RDKit          2D

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    5.3172    1.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035    1.1632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3108    0.9492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7243    1.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  5  1  1  0
  5  6  1  6
  6  7  1  0
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  9  8  1  0
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 12 11  1  0
  7 12  1  0
 13 10  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
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 16 18  1  0
 14 19  1  0
 19 20  1  0
  3 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 22 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 22 29  1  0
  1 30  1  1
 31 30  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 30  1  0
 32 35  1  0
 18 36  1  0
 37 36  2  0
 38 37  1  0
 39 38  2  0
 40 39  1  0
 41 40  2  0
 36 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278843

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 558.77

Molecular Weight (Monoisotopic): 558.3682

AlogP: 4.77

#Rotatable Bonds: 10

Polar Surface Area: 79.42

Molecular Species: ZWITTERION

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.34

CX Basic pKa: 10.26

CX LogP: 1.74

CX LogD: 1.32

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.39

Np Likeness Score: -0.64

References

1. Gathiaka S, Palte RL, So SS, Chai X, Richard Miller J, Kuvelkar R, Wen X, Cifelli S, Kreamer A, Liaw A, McLaren DG, Fischer C..  (2023)  Discovery of non-boronic acid Arginase 1 inhibitors through virtual screening and biophysical methods.,  84  [PMID:36822300] [10.1016/j.bmcl.2023.129193]

Source

Source(1):

• Scientific Literature