[123I]-N,N'-(5-iodo-1,3-phenylene)bis(2,3-dihydroxybenzamide)

ID: ALA4097807

PubChem CID: 137659690

Max Phase: Preclinical

Molecular Formula: C20H15IN2O6

Molecular Weight: 506.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc([123I])cc(NC(=O)c2cccc(O)c2O)c1)c1cccc(O)c1O

Standard InChI:  InChI=1S/C20H15IN2O6/c21-10-7-11(22-19(28)13-3-1-5-15(24)17(13)26)9-12(8-10)23-20(29)14-4-2-6-16(25)18(14)27/h1-9,24-27H,(H,22,28)(H,23,29)/i21-4

Standard InChI Key:  BTOXGIYRUMZGEV-PIRNEEEYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   34.8647   -3.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8636   -4.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5783   -5.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2948   -4.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2920   -3.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5765   -3.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5741   -2.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1501   -3.3501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0048   -3.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7209   -3.7534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0017   -2.5186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4337   -3.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1482   -3.7515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8606   -3.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8579   -2.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1369   -2.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4274   -2.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5764   -3.7471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2895   -3.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0053   -3.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2868   -2.5073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0034   -4.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7184   -4.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4325   -4.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4272   -3.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7116   -3.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7055   -2.5023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1388   -3.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1309   -1.2765    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  1  8  1  0
  5  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
 26 27  1  0
 25 28  1  0
 16 29  1  0
M  ISO  1  29 123
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: 506.25

Molecular Weight (Monoisotopic): 505.9975

AlogP: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 139.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.78

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 3.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.24

Np Likeness Score: -0.71

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