(S,Z)-2-(2-hydroxy-1-phenylethylamino)-5-(quinolin-6-ylmethylene)thiazol-4(5H)-one

ID: ALA235343

Chembl Id: CHEMBL235343

PubChem CID: 136018610

Max Phase: Preclinical

Molecular Formula: C21H17N3O2S

Molecular Weight: 375.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N=C(N[C@H](CO)c2ccccc2)S/C1=C\c1ccc2ncccc2c1

Standard InChI:  InChI=1S/C21H17N3O2S/c25-13-18(15-5-2-1-3-6-15)23-21-24-20(26)19(27-21)12-14-8-9-17-16(11-14)7-4-10-22-17/h1-12,18,25H,13H2,(H,23,24,26)/b19-12-/t18-/m1/s1

Standard InChI Key:  CYEVBLXFLGQSPY-GEBKJHSDSA-N

Alternative Forms

1. Parent:

   

   ALA235343

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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: 375.45

Molecular Weight (Monoisotopic): 375.1041

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 74.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.44

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.68

Np Likeness Score: -1.12

References

1. Chen S, Chen L, Le NT, Zhao C, Sidduri A, Lou JP, Michoud C, Portland L, Jackson N, Liu JJ, Konzelmann F, Chi F, Tovar C, Xiang Q, Chen Y, Wen Y, Vassilev LT..  (2007)  Synthesis and activity of quinolinyl-methylene-thiazolinones as potent and selective cyclin-dependent kinase 1 inhibitors.,  17  (8): [PMID:17303421] [10.1016/j.bmcl.2007.01.081]

2. Wilke KE, Fihn CA, Carlson EE..  (2018)  Screening serine/threonine and tyrosine kinase inhibitors for histidine kinase inhibition.,  26  (19): [PMID:29706527] [10.1016/j.bmc.2018.04.047]

Source

Source(1):

• Scientific Literature