2-Hydroxy-5-(indoline-1-carbonyl)benzonitrile

ID: ALA4762461

PubChem CID: 162660247

Max Phase: Preclinical

Molecular Formula: C16H12N2O2

Molecular Weight: 264.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(C(=O)N2CCc3ccccc32)ccc1O

Standard InChI:  InChI=1S/C16H12N2O2/c17-10-13-9-12(5-6-15(13)19)16(20)18-8-7-11-3-1-2-4-14(11)18/h1-6,9,19H,7-8H2

Standard InChI Key:  ZMLYAIUKWXAJJW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   26.3674   -1.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3663   -2.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0743   -2.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0726   -0.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7812   -1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7814   -2.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5601   -2.2729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.0411   -1.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5597   -0.9484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8128   -3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2662   -3.6575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6122   -3.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8631   -3.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6617   -4.1679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2093   -3.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9527   -2.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1547   -2.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0089   -3.7287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9145   -4.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1668   -5.7210    0.0000 N   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  1  0
  8  9  1  0
  9  5  1  0
  7 10  1  0
 10 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
 15 18  1  0
 19 20  3  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762461

   ---

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: 264.28

Molecular Weight (Monoisotopic): 264.0899

AlogP: 2.47

#Rotatable Bonds: 1

Polar Surface Area: 64.33

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.22

CX Basic pKa: ┄

CX LogP: 2.52

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -1.26

References

1. Uda J,Kobashi S,Miyata S,Ashizawa N,Matsumoto K,Iwanaga T.  (2020)  Discovery of Dotinurad (FYU-981), a New Phenol Derivative with Highly Potent Uric Acid Lowering Activity.,  11  (10): [PMID:33062187] [10.1021/acsmedchemlett.0c00176]

Source

Source(1):

• Scientific Literature