5-(2,5-dihydro-1H-pyrrole-1-carbonyl)-2-hydroxy-3-iodobenzonitrile

ID: ALA4761464

PubChem CID: 162660386

Max Phase: Preclinical

Molecular Formula: C12H9IN2O2

Molecular Weight: 340.12

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(C(=O)N2CC=CC2)cc(I)c1O

Standard InChI:  InChI=1S/C12H9IN2O2/c13-10-6-8(5-9(7-14)11(10)16)12(17)15-3-1-2-4-15/h1-2,5-6,16H,3-4H2

Standard InChI Key:  VELCXDNDJCPQBX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   20.9319   -8.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9307   -9.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6388  -10.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3484   -9.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3456   -8.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6370   -8.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2241   -8.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2239   -7.6685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5165   -8.8945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7686   -8.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2219   -9.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6307   -9.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4299   -9.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0568  -10.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6415  -10.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6413  -11.7530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0518   -8.4793    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
  1  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  4 14  1  0
 15 16  3  0
  3 15  1  0
  5 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761464

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 340.12

Molecular Weight (Monoisotopic): 339.9709

AlogP: 1.88

#Rotatable Bonds: 1

Polar Surface Area: 64.33

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.01

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.63

Np Likeness Score: -1.15

References

1. Uda J,Kobashi S,Ashizawa N,Matsumoto K,Iwanaga T.  (2021)  Novel monocyclic amide-linked phenol derivatives without mitochondrial toxicity have potent uric acid-lowering activity.,  40  [PMID:33684442] [10.1016/j.bmcl.2021.127900]

Source

Source(1):

• Scientific Literature