methyl (3Z)-2-oxo-3-[(3E)-3-(2-piperazine-1,4-diium-1-ylethoxyimino)indolin-2-ylidene]indoline-5-carboxylate dichloride

ID: ALA5200264

Chembl Id: CHEMBL5200264

PubChem CID: 142579239

Max Phase: Preclinical

Molecular Formula: C24H27Cl2N5O4

Molecular Weight: 447.50

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc2c(c1)/C(=C1/Nc3ccccc3/C1=N\OCCN1CCNCC1)C(=O)N2.Cl.Cl

Standard InChI:  InChI=1S/C24H25N5O4.2ClH/c1-32-24(31)15-6-7-19-17(14-15)20(23(30)27-19)22-21(16-4-2-3-5-18(16)26-22)28-33-13-12-29-10-8-25-9-11-29;;/h2-7,14,25-26H,8-13H2,1H3,(H,27,30);2*1H/b22-20-,28-21+;;

Standard InChI Key:  YXTMUEVXTIJYQT-IFCOVLIBSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 447.50

Molecular Weight (Monoisotopic): 447.1907

AlogP: 1.89

#Rotatable Bonds: 5

Polar Surface Area: 104.29

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.42

CX Basic pKa: 9.19

CX LogP: 1.45

CX LogD: -0.15

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.28

Np Likeness Score: -0.42

References

1. 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