3,4-dihydroxy-alpha-(isopropylaminomethyl)-alpha-methylbenzyl alcohol

ID: ALA3275457

PubChem CID: 45092845

Max Phase: Preclinical

Molecular Formula: C12H19NO3

Molecular Weight: 225.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)NCC(C)(O)c1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C12H19NO3/c1-8(2)13-7-12(3,16)9-4-5-10(14)11(15)6-9/h4-6,8,13-16H,7H2,1-3H3

Standard InChI Key:  ISMURLINKPBPNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    8.5140   -9.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8047   -9.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0899   -9.9975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3750   -9.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3750   -8.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0899   -8.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8047   -8.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454  -10.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2229   -9.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9389   -9.9919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6505   -9.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6460   -8.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3665   -9.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6643   -8.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6643   -9.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8830  -10.5295    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  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  1  0
 11 12  1  0
 11 13  1  0
 10 11  1  0
  9 10  1  0
  1  9  1  0
  5 14  1  0
  4 15  1  0
  1 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3275457

   4-[2-Hydroxy-1-(propan-2-ylamino)propan-2-yl]benzene-1,2-diol

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: 225.29

Molecular Weight (Monoisotopic): 225.1365

AlogP: 1.30

#Rotatable Bonds: 4

Polar Surface Area: 72.72

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.93

CX Basic pKa: 8.99

CX LogP: 0.43

CX LogD: -0.82

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.58

Np Likeness Score: 0.49

References

1. Jen T, Frazee JS, Schwartz MS, Erhard KF, Kaiser C..  (1977)  Adrenergic agents. 8.1 Synthesis and beta-adrenergic agonist activity of some 3-tert-butylamino-2-(substituted phenyl)-1-propanols.,  20  (10): [PMID:20504] [10.1021/jm00220a007]

Source

Source(1):

• Scientific Literature