(S)-2-(2,3-dihydrobenzo[b][1,4]dioxine-3-carboxamido)-N'-(thiophen-2-ylmethylene)acetohydrazide

ID: ALA222270

Chembl Id: CHEMBL222270

PubChem CID: 9553596

Max Phase: Preclinical

Molecular Formula: C16H15N3O4S

Molecular Weight: 345.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)[C@@H]1COc2ccccc2O1)N/N=C/c1cccs1

Standard InChI:  InChI=1S/C16H15N3O4S/c20-15(19-18-8-11-4-3-7-24-11)9-17-16(21)14-10-22-12-5-1-2-6-13(12)23-14/h1-8,14H,9-10H2,(H,17,21)(H,19,20)/b18-8+/t14-/m0/s1

Standard InChI Key:  SHJSOPNXDCAQIL-PVJNQWLSSA-N

Alternative Forms

1. Parent:

   

   ALA222270

   (3S)-N-[2-oxo-2-[(2E)-2-(thiophen-2-ylmethylidene)hydrazinyl]ethyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide

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: 345.38

Molecular Weight (Monoisotopic): 345.0783

AlogP: 1.15

#Rotatable Bonds: 5

Polar Surface Area: 89.02

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: 0.27

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.63

Np Likeness Score: -1.87

References

1. Desai PV, Patny A, Sabnis Y, Tekwani B, Gut J, Rosenthal P, Srivastava A, Avery M..  (2004)  Identification of novel parasitic cysteine protease inhibitors using virtual screening. 1. The ChemBridge database.,  47  (26): [PMID:15588096] [10.1021/jm0493717]

Source

Source(1):

• Scientific Literature