N-(5-(2,6-dichlorophenyl)-1,3,4-thiadiazol-2-yl)-4-ethyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxamide

ID: ALA563480

Chembl Id: CHEMBL563480

PubChem CID: 44250281

Max Phase: Preclinical

Molecular Formula: C19H16Cl2N4O2S

Molecular Weight: 435.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN1CCOc2ccc(C(=O)Nc3nnc(-c4c(Cl)cccc4Cl)s3)cc21

Standard InChI:  InChI=1S/C19H16Cl2N4O2S/c1-2-25-8-9-27-15-7-6-11(10-14(15)25)17(26)22-19-24-23-18(28-19)16-12(20)4-3-5-13(16)21/h3-7,10H,2,8-9H2,1H3,(H,22,24,26)

Standard InChI Key:  GDWDVTWHKOMUSN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA563480

   N-[5-(2,6-dichlorophenyl)-1,3,4-thiadiazol-2-yl]-4-ethyl-2,3-dihydro-1,4-benzoxazine-6-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: 435.34

Molecular Weight (Monoisotopic): 434.0371

AlogP: 4.98

#Rotatable Bonds: 4

Polar Surface Area: 67.35

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.67

CX Basic pKa: 0.87

CX LogP: 4.89

CX LogD: 4.87

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -2.05

References

1. Hilfiker MA, Wang N, Hou X, Du Z, Pullen MA, Nord M, Nagilla R, Fries HE, Wu CW, Sulpizio AC, Jaworski JP, Morrow D, Edwards RM, Jin J..  (2009)  Discovery of novel aminothiadiazole amides as selective EP(3) receptor antagonists.,  19  (15): [PMID:19487124] [10.1016/j.bmcl.2009.05.074]

2. Lee EC, Futatsugi K, Arcari JT, Bahnck K, Coffey SB, Derksen DR, Kalgutkar AS, Loria PM, Sharma R..  (2016)  Optimization of amide-based EP3 receptor antagonists.,  26  (11): [PMID:27107947] [10.1016/j.bmcl.2016.04.009]

Source

Source(1):

• Scientific Literature