1-Hydroxy-6-phenyl-1H-indole-2-carboxylic Acid

ID: ALA1688789

Chembl Id: CHEMBL1688789

PubChem CID: 51354289

Max Phase: Preclinical

Molecular Formula: C15H11NO3

Molecular Weight: 253.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc2ccc(-c3ccccc3)cc2n1O

Standard InChI:  InChI=1S/C15H11NO3/c17-15(18)14-9-12-7-6-11(8-13(12)16(14)19)10-4-2-1-3-5-10/h1-9,19H,(H,17,18)

Standard InChI Key:  JPTIDBKFQSCJSC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1688789

   1-Hydroxy-6-phenyl-1H-indole-2-carboxylic Acid

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: 253.26

Molecular Weight (Monoisotopic): 253.0739

AlogP: 3.24

#Rotatable Bonds: 2

Polar Surface Area: 62.46

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.43

CX Basic pKa: ┄

CX LogP: 2.62

CX LogD: -0.77

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.69

Np Likeness Score: -0.41

References

1. Granchi C, Roy S, Giacomelli C, Macchia M, Tuccinardi T, Martinelli A, Lanza M, Betti L, Giannaccini G, Lucacchini A, Funel N, León LG, Giovannetti E, Peters GJ, Palchaudhuri R, Calvaresi EC, Hergenrother PJ, Minutolo F..  (2011)  Discovery of N-hydroxyindole-based inhibitors of human lactate dehydrogenase isoform A (LDH-A) as starvation agents against cancer cells.,  54  (6): [PMID:21332213] [10.1021/jm101007q]

Source

Source(1):

• Scientific Literature