(2S,3S,4R)-3-(3-boronopropyl)-4-(dimethylamino)pyrrolidine-2-carboxylic acid

ID: ALA4868849

PubChem CID: 150886950

Max Phase: Preclinical

Molecular Formula: C10H21BN2O4

Molecular Weight: 244.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)[C@H]1CN[C@H](C(=O)O)[C@@H]1CCCB(O)O

Standard InChI:  InChI=1S/C10H21BN2O4/c1-13(2)8-6-12-9(10(14)15)7(8)4-3-5-11(16)17/h7-9,12,16-17H,3-6H2,1-2H3,(H,14,15)/t7-,8+,9+/m1/s1

Standard InChI Key:  KXFFCSCKVJVGMO-VGMNWLOBSA-N

Molfile:  

 
     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   12.0804   -3.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9017   -3.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1602   -2.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4931   -2.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8302   -2.5251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4918   -1.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2031   -0.8079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7794   -0.8100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9419   -2.2737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5484   -2.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3301   -2.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9407   -3.1216    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   16.7224   -2.8702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7697   -3.9249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3802   -3.9684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0457   -4.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1931   -3.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  4  6  1  6
  6  7  1  0
  6  8  2  0
  3  9  1  6
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
  2 15  1  1
 15 16  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868849

   ---

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: 244.10

Molecular Weight (Monoisotopic): 244.1594

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#RO5 Violations (Lipinski): ┄

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Np Likeness Score: ┄

References

1. Lu M, Zhang H, Li D, Childers M, Pu Q, Palte RL, Gathiaka S, Lyons TW, Palani A, Fan PW, Spacciapoli P, Miller JR, Cho H, Cheng M, Chakravarthy K, O'Neil J, Eangoor P, Beard A, Kim HY, Saurí J, Gunaydin H, Sloman DL, Siliphaivanh P, Cumming J, Fischer C..  (2021)  Structure-Based Discovery of Proline-Derived Arginase Inhibitors with Improved Oral Bioavailability for Immuno-Oncology.,  12  (9.0): [PMID:34527178] [10.1021/acsmedchemlett.1c00195]

Source

Source(1):

• Scientific Literature