(2'Z)-7-trifluoromethyl-5'-(1H)-tetrazoloindirubin

ID: ALA2321972

Chembl Id: CHEMBL2321972

PubChem CID: 136252249

Max Phase: Preclinical

Molecular Formula: C18H9F3N6O2

Molecular Weight: 398.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2c(cccc2C(F)(F)F)/C1=C1/Nc2ccc(-c3nnn[nH]3)cc2C1=O

Standard InChI:  InChI=1S/C18H9F3N6O2/c19-18(20,21)10-3-1-2-8-12(17(29)23-13(8)10)14-15(28)9-6-7(4-5-11(9)22-14)16-24-26-27-25-16/h1-6,22H,(H,23,29)(H,24,25,26,27)/b14-12-

Standard InChI Key:  HNZZDUIPCICNLK-OWBHPGMISA-N

Alternative Forms

1. Parent:

   

   ALA2321972

   ---

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: 398.30

Molecular Weight (Monoisotopic): 398.0739

AlogP: 2.86

#Rotatable Bonds: 1

Polar Surface Area: 112.66

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.35

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 1.00

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -0.69

References

1. Myrianthopoulos V, Kritsanida M, Gaboriaud-Kolar N, Magiatis P, Ferandin Y, Durieu E, Lozach O, Cappel D, Soundararajan M, Filippakopoulos P, Sherman W, Knapp S, Meijer L, Mikros E, Skaltsounis AL..  (2013)  Novel Inverse Binding Mode of Indirubin Derivatives Yields Improved Selectivity for DYRK Kinases.,  4  (1): [PMID:23336033] [10.1021/ml300207a]

2. Gaboriaud-Kolar N, Myrianthopoulos V, Vougogiannopoulou K, Gerolymatos P, Horne DA, Jove R, Mikros E, Nam S, Skaltsounis AL..  (2016)  Natural-Based Indirubins Display Potent Cytotoxicity toward Wild-Type and T315I-Resistant Leukemia Cell Lines.,  79  (10): [PMID:27726390] [10.1021/acs.jnatprod.6b00285]

Source

Source(1):

• Scientific Literature