6-(3-hydroxy-3-(thiazol-2-yl)but-1-yn-1-yl)-4-(1H-pyrazol-4-yl)quinolin-2-ol

ID: ALA4789600

PubChem CID: 162669187

Max Phase: Preclinical

Molecular Formula: C19H14N4O2S

Molecular Weight: 362.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(O)(C#Cc1ccc2nc(O)cc(-c3cn[nH]c3)c2c1)c1nccs1

Standard InChI:  InChI=1S/C19H14N4O2S/c1-19(25,18-20-6-7-26-18)5-4-12-2-3-16-15(8-12)14(9-17(24)23-16)13-10-21-22-11-13/h2-3,6-11,25H,1H3,(H,21,22)(H,23,24)

Standard InChI Key:  LWXJGGVITLKFFU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.7218   -4.8754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2448   -4.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8925   -4.9482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4363   -4.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1159   -3.2454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2888   -3.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1056   -4.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8166   -4.5553    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3880   -2.1370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3868   -2.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1015   -3.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0997   -1.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8150   -2.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8157   -2.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5309   -3.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2457   -2.9563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2410   -2.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5253   -1.7194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1250   -5.4654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9500   -5.4637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2031   -4.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8686   -4.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5347   -4.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9528   -1.7098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6741   -3.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9594   -3.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 14  2  0
 13 12  2  0
 12  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 22 19  1  0
 19 20  1  0
 20 21  2  0
 21 23  1  0
 15 23  1  0
 22 23  2  0
 17 24  1  0
 25 26  3  0
 10 25  1  0
 26  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4789600

   ---

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: 362.41

Molecular Weight (Monoisotopic): 362.0837

AlogP: 3.05

#Rotatable Bonds: 2

Polar Surface Area: 94.92

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.26

CX Basic pKa: 2.38

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -1.06

References

1. Song J,Zhu Y,Zu W,Duan C,Xu J,Jiang F,Wang X,Li S,Liu C,Gao Q,Li H,Zhang Y,Tang W,Lu T,Chen Y.  (2021)  The discovery of quinoline derivatives, as NF-κB inducing kinase (NIK) inhibitors with anti-inflammatory effects in vitro, low toxicities against T cell growth.,  29  [PMID:33199201] [10.1016/j.bmc.2020.115856]

Source

Source(1):

• Scientific Literature