4-[2-(Isopropylamino)-1-methoxyethyl]pyrocatechol hydrochloride

ID: ALA3275456

PubChem CID: 90679037

Max Phase: Preclinical

Molecular Formula: C12H20ClNO3

Molecular Weight: 225.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(CNC(C)C)c1ccc(O)c(O)c1.Cl

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

Standard InChI Key:  YYTHYPKJMSLQJK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
   14.1212  -10.6972    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.6040   -8.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0317   -9.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7462   -9.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4606   -9.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6027   -9.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8896   -8.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3172   -8.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3185   -8.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1751   -8.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6040   -9.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3172   -9.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8896   -9.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3185   -9.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1751   -9.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4605  -10.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7528  -11.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
 11 14  1  0
 15 10  2  0
  9  2  1  0
  2  7  2  0
 13 15  1  0
 15  5  1  0
 12  8  1  0
 10  7  1  0
  3 12  1  0
 12  6  1  0
  2 11  1  0
 11 13  2  0
  5  4  1  0
  5 16  1  0
 16 17  1  0
M  END

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: 1.78

#Rotatable Bonds: 5

Polar Surface Area: 61.72

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: 8.94

CX LogP: 0.94

CX LogD: -0.28

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.67

Np Likeness Score: 0.65

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