(Z)-5'-Iodo-1H,1'H-[2,3']biindolylidene-3,2'-dione 3-oxime

ID: ALA337300

Chembl Id: CHEMBL337300

Max Phase: Preclinical

Molecular Formula: C16H10IN3O2

Molecular Weight: 403.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Nc1c(-c2c(O)[nH]c3ccc(I)cc23)[nH]c2ccccc12

Standard InChI:  InChI=1S/C16H10IN3O2/c17-8-5-6-12-10(7-8)13(16(21)19-12)15-14(20-22)9-3-1-2-4-11(9)18-15/h1-7,18-19,21H

Standard InChI Key:  WCCYEJYTLNWYCC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA337300

   ---

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: 403.18

Molecular Weight (Monoisotopic): 402.9818

AlogP: 5.02

#Rotatable Bonds: 2

Polar Surface Area: 81.24

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.32

CX Basic pKa: ┄

CX LogP: 4.53

CX LogD: 4.48

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.32

Np Likeness Score: -0.20

References

1. Kunick C, Lauenroth K, Leost M, Meijer L, Lemcke T..  (2004)  1-Azakenpaullone is a selective inhibitor of glycogen synthase kinase-3 beta.,  14  (2): [PMID:14698171] [10.1016/j.bmcl.2003.10.062]

2. Polychronopoulos P, Magiatis P, Skaltsounis AL, Myrianthopoulos V, Mikros E, Tarricone A, Musacchio A, Roe SM, Pearl L, Leost M, Greengard P, Meijer L..  (2004)  Structural basis for the synthesis of indirubins as potent and selective inhibitors of glycogen synthase kinase-3 and cyclin-dependent kinases.,  47  (4): [PMID:14761195] [10.1021/jm031016d]

3. 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]

4. Vadivelan S, Sinha BN, Tajne S, Jagarlapudi SA..  (2009)  Fragment and knowledge-based design of selective GSK-3beta inhibitors using virtual screening models.,  44  (6): [PMID:18929433] [10.1016/j.ejmech.2008.08.012]

5. Choi SJ, Moon MJ, Lee SD, Choi SU, Han SY, Kim YC..  (2010)  Indirubin derivatives as potent FLT3 inhibitors with anti-proliferative activity of acute myeloid leukemic cells.,  20  (6): [PMID:20153646] [10.1016/j.bmcl.2010.01.039]

6. Krivogorsky B, Grundt P, Yolken R, Jones-Brando L..  (2008)  Inhibition of Toxoplasma gondii by indirubin and tryptanthrin analogs.,  52  (12): [PMID:18824607] [10.1128/aac.00903-08]

7. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays