Phosphoric acid mono-[3-(1H-indol-3-yl)-propyl] ester

ID: ALA74074

Cas Number: 40716-80-1

PubChem CID: 3713

Max Phase: Preclinical

Molecular Formula: C11H14NO4P

Molecular Weight: 255.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P(O)(O)OCCCc1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C11H14NO4P/c13-17(14,15)16-7-3-4-9-8-12-11-6-2-1-5-10(9)11/h1-2,5-6,8,12H,3-4,7H2,(H2,13,14,15)

Standard InChI Key:  NKEZSFZOUIIZFL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    8.6042   -5.4792    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -7.0167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0125   -6.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0375   -5.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -5.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -6.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0167   -6.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1875   -4.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3042   -5.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917   -5.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7417   -5.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -4.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -6.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1750   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4667   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -4.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6167   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 11  1  0
  5  4  1  0
  6  5  1  0
  7  1  1  0
  8  1  1  0
  9  1  2  0
 10  1  1  0
 11 15  1  0
 12  5  2  0
 13  6  2  0
 14 10  1  0
 15 14  1  0
 16 12  1  0
 17 16  2  0
  2  6  1  0
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA74074

   Indolepropanol phosphate

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: 255.21

Molecular Weight (Monoisotopic): 255.0660

AlogP: 2.21

#Rotatable Bonds: 5

Polar Surface Area: 82.55

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.80

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: -1.14

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.56

Np Likeness Score: 0.44

References

1. Cozzini P, Fornabaio M, Marabotti A, Abraham DJ, Kellogg GE, Mozzarelli A..  (2002)  Simple, intuitive calculations of free energy of binding for protein-ligand complexes. 1. Models without explicit constrained water.,  45  (12): [PMID:12036355] [10.1021/jm0200299]

2. Finn J, Langevine C, Birk I, Birk J, Nickerson K, Rodaway S..  (1999)  Rational herbicide design by inhibition of tryptophan biosynthesis.,  9  (16): [PMID:10476857] [10.1016/s0960-894x(99)00340-6]

Source

Source(1):

• Scientific Literature