(2E,5Z)-2-((4-methylbenzyl)imino)-5-(1-oxo-1,3,4,10-tetrahydroazepino[3,4-b]indol-5(2H)-ylidene)thiazolidin-4-one

ID: ALA5192072

Chembl Id: CHEMBL5192072

PubChem CID: 168289866

Max Phase: Preclinical

Molecular Formula: C23H20N4O2S

Molecular Weight: 416.51

Names and Identifiers

Canonical SMILES:  Cc1ccc(C/N=C2\NC(=O)/C(=C3\CCNC(=O)c4[nH]c5ccccc5c43)S2)cc1

Standard InChI:  InChI=1S/C23H20N4O2S/c1-13-6-8-14(9-7-13)12-25-23-27-22(29)20(30-23)16-10-11-24-21(28)19-18(16)15-4-2-3-5-17(15)26-19/h2-9,26H,10-12H2,1H3,(H,24,28)(H,25,27,29)/b20-16-

Standard InChI Key:  WQXLJFUOMCISEQ-SILNSSARSA-N

Alternative Forms

1. Parent:

   

   ALA5192072

   ---

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: 416.51

Molecular Weight (Monoisotopic): 416.1307

AlogP: 3.74

#Rotatable Bonds: 2

Polar Surface Area: 86.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.79

CX Basic pKa:

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: -0.20

References

1. Kadagathur M, Patra S, Devabattula G, George J, Phanindranath R, Shaikh AS, Sigalapalli DK, Godugu C, Nagesh N, Tangellamudi ND, Shankaraiah N..  (2022)  Design, synthesis of DNA-interactive 4-thiazolidinone-based indolo-/pyrroloazepinone conjugates as potential cytotoxic and topoisomerase I inhibitors.,  238  [PMID:35635947] [10.1016/j.ejmech.2022.114465]

Source

Source(1):

• Scientific Literature