1-[2-oxo-5-benzimidazolyl]-2-isopropylaminoethanol

ID: ALA3277365

PubChem CID: 90679783

Max Phase: Preclinical

Molecular Formula: C12H15N3O2

Molecular Weight: 233.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NCC(O)c1ccc2c(c1)=NC(=O)N=2

Standard InChI:  InChI=1S/C12H15N3O2/c1-7(2)13-6-11(16)8-3-4-9-10(5-8)15-12(17)14-9/h3-5,7,11,13,16H,6H2,1-2H3

Standard InChI Key:  BPSZEXVHPCWODK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    7.5053  -14.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2198  -13.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9343  -14.2271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6487  -13.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6487  -12.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3632  -14.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0924  -13.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773  -14.0696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619  -13.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619  -12.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5773  -12.7347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764  -14.2271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7908  -13.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7908  -12.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764  -12.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2674  -13.4021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5053  -15.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  4  5  1  0
  4  6  1  0
  3  4  1  0
  2  3  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  7 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 10 15  1  0
  9 12  1  0
  7 16  2  0
  1 13  1  0
  1 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3277365

   5-[1-Hydroxy-2-(propan-2-ylamino)ethyl]benzimidazol-2-one

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: 233.27

Molecular Weight (Monoisotopic): 233.1164

AlogP: 0.09

#Rotatable Bonds: 4

Polar Surface Area: 74.05

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.93

CX LogP: 0.55

CX LogD: -1.90

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.77

Np Likeness Score: -0.26

References

1. Arnett CD, Wright J, Zenker N..  (1978)  Synthesis and adrenergic activity of benzimidazole bioisosteres of norepinephrine and isoproterenol.,  21  (1): [PMID:619150] [10.1021/jm00199a013]

Source

Source(1):

• Scientific Literature