[123I]-4-iodo-2-(3-(naphthalen-2-yl)but-2-enamido)benzoic acid

ID: ALA4076246

PubChem CID: 137650209

Max Phase: Preclinical

Molecular Formula: C21H16INO3

Molecular Weight: 457.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\C(=O)Nc1cc([123I])ccc1C(=O)O)c1ccc2ccccc2c1

Standard InChI:  InChI=1S/C21H16INO3/c1-13(15-7-6-14-4-2-3-5-16(14)11-15)10-20(24)23-19-12-17(22)8-9-18(19)21(25)26/h2-12H,1H3,(H,23,24)(H,25,26)/b13-10+/i22-4

Standard InChI Key:  WZDILOWCDASWII-VDSVHTQBSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    1.1485  -13.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1474  -13.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622  -14.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8604  -12.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5757  -13.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5765  -13.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918  -14.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0068  -13.8607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0021  -13.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2861  -12.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7229  -14.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7261  -15.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4357  -13.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1518  -14.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8646  -13.8496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1550  -15.0899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5807  -14.2594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5795  -15.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2947  -15.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0085  -15.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0026  -14.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2869  -13.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2800  -13.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9910  -12.5999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5621  -12.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2975  -16.3187    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 19 26  1  0
M  ISO  1  26 123
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: 457.27

Molecular Weight (Monoisotopic): 457.0175

AlogP: 5.18

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: 6.10

CX LogD: 2.73

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.76

References

1. Waghorn PA, Jackson MR, Gouverneur V, Vallis KA..  (2017)  Targeting telomerase with radiolabeled inhibitors.,  125  [PMID:27657809] [10.1016/j.ejmech.2016.09.028]

Source

Source(1):

• Scientific Literature