Rac-4-[2-(dihydroxyboranyl)ethyl]proline

ID: ALA4875190

PubChem CID: 155793233

Max Phase: Preclinical

Molecular Formula: C7H14BNO4

Molecular Weight: 187.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)C1CC(CCB(O)O)CN1

Standard InChI:  InChI=1S/C7H14BNO4/c10-7(11)6-3-5(4-9-6)1-2-8(12)13/h5-6,9,12-13H,1-4H2,(H,10,11)

Standard InChI Key:  HKQIZEYTMQTGJX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   29.5757   -3.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3929   -3.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6472   -2.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9843   -2.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3255   -2.7067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9830   -1.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6901   -0.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2747   -0.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8724   -4.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6853   -4.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1648   -4.7223    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   32.9776   -4.6378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8316   -5.4685    0.0000 O   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  0
  6  7  1  0
  6  8  2  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875190

   ---

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: 187.00

Molecular Weight (Monoisotopic): 187.1016

AlogP: ┄

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Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

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QED Weighted: ┄

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