SID26670615

ID: ALA1457139

Cas Number: 315240-07-4

PubChem CID: 3590942

Max Phase: Preclinical

Molecular Formula: C19H15N3O2S

Molecular Weight: 349.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccccc1C(Nc1nccs1)c1ccc2cccnc2c1O

Standard InChI:  InChI=1S/C19H15N3O2S/c23-15-6-2-1-5-13(15)17(22-19-21-10-11-25-19)14-8-7-12-4-3-9-20-16(12)18(14)24/h1-11,17,23-24H,(H,21,22)

Standard InChI Key:  VMIMNLFMPPMDIV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    0.3039    1.8820    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721   -0.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6858   -0.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713    0.5720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    0.1595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6388    1.8820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576    0.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569    0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721    0.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8866    0.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -0.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8866    1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576    1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1721    1.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713   -1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713    1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576   -1.0780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    1.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9713   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    0.5720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3155    1.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4576   -1.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5588    2.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3838    2.6666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0
  1 24  1  0
  2  9  1  0
  3 15  1  0
  4  8  1  0
  4 16  1  0
  5 10  1  0
  5 20  2  0
  6 16  2  0
  6 25  1  0
  7  8  1  0
  7  9  2  0
  7 13  1  0
  8 11  1  0
  9 10  1  0
 10 12  2  0
 11 15  1  0
 11 17  2  0
 12 14  1  0
 12 18  1  0
 13 14  2  0
 15 19  2  0
 17 22  1  0
 18 21  2  0
 19 23  1  0
 20 21  1  0
 22 23  2  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1457139

   7-[(2-Hydroxyphenyl)-(thiazol-2-ylamino)methyl]quinolin-8-ol

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: 349.42

Molecular Weight (Monoisotopic): 349.0885

AlogP: 4.30

#Rotatable Bonds: 4

Polar Surface Area: 78.27

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.44

CX Basic pKa: 4.56

CX LogP: 3.85

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.51

Np Likeness Score: -0.99

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Mueller NH, Pattabiraman N, Ansarah-Sobrinho C, Viswanathan P, Pierson TC, Padmanabhan R..  (2008)  Identification and biochemical characterization of small-molecule inhibitors of west nile virus serine protease by a high-throughput screen.,  52  (9): [PMID:18606844] [10.1128/aac.01508-07]

4. Serrao E, Debnath B, Otake H, Kuang Y, Christ F, Debyser Z, Neamati N..  (2013)  Fragment-based discovery of 8-hydroxyquinoline inhibitors of the HIV-1 integrase-lens epithelium-derived growth factor/p75 (IN-LEDGF/p75) interaction.,  56  (6): [PMID:23445471] [10.1021/jm301632e]

5. Voss S, Nitsche C..  (2021)  Targeting the protease of West Nile virus.,  12  (8.0): [PMID:34458734] [10.1039/D1MD00080B]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays