[123I]-(E)-5-Iodo-2-(3-(naphthalen-2-yl)but-2-enamido)benzoic acid

ID: ALA4062047

PubChem CID: 137635029

Max Phase: Preclinical

Molecular Formula: C21H16INO3

Molecular Weight: 457.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\C(=O)Nc1ccc([123I])cc1C(=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)23-19-9-8-17(22)12-18(19)21(25)26/h2-12H,1H3,(H,23,24)(H,25,26)/b13-10+/i22-4

Standard InChI Key:  DGDGGEUSRBDFSP-VDSVHTQBSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   22.8615   -8.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8602   -9.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5751   -9.4945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5733   -7.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2887   -8.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2895   -9.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0048   -9.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7199   -9.0737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7150   -8.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9991   -7.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4359   -9.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4391  -10.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1488   -9.0682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8649   -9.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5777   -9.0626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8680  -10.3029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2938   -9.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2925  -10.2971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -10.7067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7217  -10.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7158   -9.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0000   -9.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9932   -8.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7042   -7.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2753   -7.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4383  -10.7001    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
 20 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: 3.41

CX Basic pKa: ┄

CX LogP: 6.10

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -0.85

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