6-Chloroethylureidopropyl-9-chloroquinobenzothiazine

ID: ALA2376711

Chembl Id: CHEMBL2376711

PubChem CID: 72197838

Max Phase: Preclinical

Molecular Formula: C21H20Cl2N4OS

Molecular Weight: 447.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCCl)NCCCN1c2ccc(Cl)cc2Sc2cc3ccccc3nc21

Standard InChI:  InChI=1S/C21H20Cl2N4OS/c22-8-10-25-21(28)24-9-3-11-27-17-7-6-15(23)13-18(17)29-19-12-14-4-1-2-5-16(14)26-20(19)27/h1-2,4-7,12-13H,3,8-11H2,(H2,24,25,28)

Standard InChI Key:  DMIVBVWWYNOAGA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2376711

   1-(2-Chloroethyl)-3-[3-(9-chloroquinolino[3,2-b][1,4]benzothiazin-6-yl)propyl]urea

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: 447.39

Molecular Weight (Monoisotopic): 446.0735

AlogP: 5.42

#Rotatable Bonds: 6

Polar Surface Area: 57.26

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.35

CX LogP: 4.84

CX LogD: 4.84

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -1.44

References

1. Jeleń M, Pluta K, Zimecki M, Morak-Młodawska B, Artym J, Kocięba M..  (2013)  Synthesis and selected immunological properties of substituted quino[3,2-b]benzo[1,4]thiazines.,  63  [PMID:23517733] [10.1016/j.ejmech.2013.02.023]

2. Pluta K, Jeleń M, Morak-Młodawska B, Zimecki M, Artym J, Kocięba M, Zaczyńska E..  (2017)  Azaphenothiazines - promising phenothiazine derivatives. An insight into nomenclature, synthesis, structure elucidation and biological properties.,  138  [PMID:28734245] [10.1016/j.ejmech.2017.07.009]

Source

Source(1):

• Scientific Literature