3-(2-chloro-3-indolylmethylene)-1,3-dihydroindol-2-one

ID: ALA261425

Chembl Id: CHEMBL261425

Cas Number: 220749-41-7

PubChem CID: 5472558

Max Phase: Preclinical

Molecular Formula: C17H11ClN2O

Molecular Weight: 294.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2/C1=C\c1c(Cl)[nH]c2ccccc12

Standard InChI:  InChI=1S/C17H11ClN2O/c18-16-12(10-5-1-3-7-14(10)19-16)9-13-11-6-2-4-8-15(11)20-17(13)21/h1-9,19H,(H,20,21)/b13-9+

Standard InChI Key:  QJKBRWSJWQVKLY-UKTHLTGXSA-N

Alternative Forms

1. Parent:

   

   ALA261425

   Cdk1 inhibitor

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: 294.74

Molecular Weight (Monoisotopic): 294.0560

AlogP: 4.31

#Rotatable Bonds: 1

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.30

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.65

Np Likeness Score: -0.23

References

1. Fedorov O, Marsden B, Pogacic V, Rellos P, Müller S, Bullock AN, Schwaller J, Sundström M, Knapp S..  (2007)  A systematic interaction map of validated kinase inhibitors with Ser/Thr kinases.,  104  (51): [PMID:18077363] [10.1073/pnas.0708800104]

2. PubChem BioAssay data set, 

3. Gao Y, Davies SP, Augustin M, Woodward A, Patel UA, Kovelman R, Harvey KJ..  (2013)  A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery.,  451  (2): [PMID:23398362] [10.1042/bj20121418]

4. Jorda R, Hendrychová D, Voller J, Řezníčková E, Gucký T, Kryštof V..  (2018)  How Selective Are Pharmacological Inhibitors of Cell-Cycle-Regulating Cyclin-Dependent Kinases?,  61  (20): [PMID:30234987] [10.1021/acs.jmedchem.8b00049]

5. Tammiku-Taul J,Park R,Jaanson K,Luberg K,Dobchev DA,Kananovich D,Noole A,Mandel M,Kaasik A,Lopp M,Timmusk T,Karelson M.  (2016)  Indole-like Trk receptor antagonists.,  121  [PMID:27318978] [10.1016/j.ejmech.2016.06.003]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays