methyl 2-amino-3-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl]propanoate

ID: ALA4538501

PubChem CID: 155548807

Max Phase: Preclinical

Molecular Formula: C18H25BN2O4

Molecular Weight: 344.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C(N)Cc1c[nH]c2ccc(B3OC(C)(C)C(C)(C)O3)cc12

Standard InChI:  InChI=1S/C18H25BN2O4/c1-17(2)18(3,4)25-19(24-17)12-6-7-15-13(9-12)11(10-21-15)8-14(20)16(22)23-5/h6-7,9-10,14,21H,8,20H2,1-5H3

Standard InChI Key:  HAHJSRCUOCYMJY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    4.2237   -8.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9358   -8.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6400   -8.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6400   -9.2759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9384   -9.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237   -9.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4186   -9.5302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9001   -8.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4187   -8.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307   -7.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4227   -7.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6348   -6.4103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0026   -7.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7945   -7.5700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3703   -8.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7905   -8.5700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5156   -8.0494    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    2.7690   -8.3807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2215   -7.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330   -7.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4306   -7.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6330   -6.2463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9215   -6.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116   -7.3626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5116   -8.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  8  7  1  0
  9  8  2  0
  3  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 13 16  2  0
 17  1  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 20 22  1  0
 20 23  1  0
 19 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538501

   ---

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: 344.22

Molecular Weight (Monoisotopic): 344.1907

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

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: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Chio CM, Huang YC, Chou YC, Hsu FC, Lai YB, Yu CS..  (2020)  Boron Accumulation in Brain Tumor Cells through Boc-Protected Tryptophan as a Carrier for Boron Neutron Capture Therapy.,  11  (4): [PMID:32292568] [10.1021/acsmedchemlett.0c00064]

Source

Source(1):

• Scientific Literature