7'-Bromo-1H,1'H-[2,3']biindolylidene-3,2'-dione 3-[O-(2-piperazin-1-yl-ethyl)-oxime]

ID: ALA4080255

Chembl Id: CHEMBL4080255

PubChem CID: 135423833

Max Phase: Preclinical

Molecular Formula: C22H24BrCl2N5O2

Molecular Weight: 468.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Cl.O=C1Nc2c(Br)cccc2/C1=C1/Nc2ccccc2/C1=N\OCCN1CCNCC1

Standard InChI:  InChI=1S/C22H22BrN5O2.2ClH/c23-16-6-3-5-15-18(22(29)26-19(15)16)21-20(14-4-1-2-7-17(14)25-21)27-30-13-12-28-10-8-24-9-11-28;;/h1-7,24-25H,8-13H2,(H,26,29);2*1H/b21-18-,27-20+;;

Standard InChI Key:  JXVVUJJCDZDPLO-CRNVARIRSA-N

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: 468.36

Molecular Weight (Monoisotopic): 467.0957

AlogP: 2.86

#Rotatable Bonds: 4

Polar Surface Area: 77.99

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.19

CX Basic pKa: 9.17

CX LogP: 2.14

CX LogD: 0.62

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -0.36

References

1. 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]

2. Wang H, Wang Z, Wei C, Wang J, Xu Y, Bai G, Yao Q, Zhang L, Chen Y..  (2021)  Anticancer potential of indirubins in medicinal chemistry: Biological activity, structural modification, and structure-activity relationship.,  223  [PMID:34161865] [10.1016/j.ejmech.2021.113652]

Source

Source(1):

• Scientific Literature