2-(5-Iodo-2-methoxy-phenyl)-ethylamine

ID: ALA112653

PubChem CID: 10869571

Max Phase: Preclinical

Molecular Formula: C9H12INO

Molecular Weight: 277.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(I)cc1CCN

Standard InChI:  InChI=1S/C9H12INO/c1-12-9-3-2-8(10)6-7(9)4-5-11/h2-3,6H,4-5,11H2,1H3

Standard InChI Key:  SSRAYCOCGMUIDL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 12 12  0  0  0  0  0  0  0  0999 V2000
    3.3250   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -2.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0417   -3.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3250   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7542   -3.9875    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -2.3375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0292   -0.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -1.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1792   -2.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  2  0
  5  3  1  0
  6  5  2  0
  7  5  1  0
  8  2  1  0
  9 11  1  0
 10  1  1  0
 11 10  1  0
 12  8  1  0
  4  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA112653

   2-(5-Iodo-2-methoxy-phenyl)-ethylamine

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: 277.11

Molecular Weight (Monoisotopic): 276.9964

AlogP: 1.80

#Rotatable Bonds: 3

Polar Surface Area: 35.25

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.69

CX LogP: 2.16

CX LogD: -0.06

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.85

Np Likeness Score: -0.64

References

1. Rangisetty JB, Dukat M, Dowd CS, Herrick-Davis K, DuPre A, Gadepalli S, Teitler M, Kelley CR, Sharif NA, Glennon RA..  (2001)  1-[2-methoxy-5-(3-phenylpropyl)]-2-aminopropane unexpectedly shows 5-HT(2A) serotonin receptor affinity and antagonist character.,  44  (20): [PMID:11563927] [10.1021/jm0100739]

Source

Source(1):

• Scientific Literature