(2E,5Z)-2-((4-methylbenzyl)imino)-5-(8-oxo-5,6,7,8-tetrahydropyrrolo[2,3-c]azepin-4(1H)-ylidene)thiazolidin-4-one

ID: ALA5178704

Chembl Id: CHEMBL5178704

PubChem CID: 168275911

Max Phase: Preclinical

Molecular Formula: C19H18N4O2S

Molecular Weight: 366.45

Names and Identifiers

Canonical SMILES:  Cc1ccc(C/N=C2\NC(=O)/C(=C3\CCNC(=O)c4[nH]ccc43)S2)cc1

Standard InChI:  InChI=1S/C19H18N4O2S/c1-11-2-4-12(5-3-11)10-22-19-23-18(25)16(26-19)14-7-9-21-17(24)15-13(14)6-8-20-15/h2-6,8,20H,7,9-10H2,1H3,(H,21,24)(H,22,23,25)/b16-14-

Standard InChI Key:  QAEQJFJYLBGTKS-PEZBUJJGSA-N

Alternative Forms

1. Parent:

   

   ALA5178704

   ---

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: 366.45

Molecular Weight (Monoisotopic): 366.1150

AlogP: 2.59

#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: 2.22

CX LogD: 2.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.71

Np Likeness Score: -0.04

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