6-(4-Amino-3,5-dimethyl-phenyl)-8-(3-bromo-4,5-dihydro-isoxazol-5-ylmethyl)-2,3,8,10-tetrahydro-1,4-dioxa-7,8-diaza-cyclohepta[b]naphthalen-9-one

ID: ALA4071408

Chembl Id: CHEMBL4071408

PubChem CID: 137638800

Max Phase: Preclinical

Molecular Formula: C23H23BrN4O4

Molecular Weight: 499.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C2=NN(CC3CC(Br)=NO3)C(=O)Cc3cc4c(cc32)OCCO4)cc(C)c1N

Standard InChI:  InChI=1S/C23H23BrN4O4/c1-12-5-15(6-13(2)22(12)25)23-17-10-19-18(30-3-4-31-19)7-14(17)8-21(29)28(26-23)11-16-9-20(24)27-32-16/h5-7,10,16H,3-4,8-9,11,25H2,1-2H3

Standard InChI Key:  AUEHVKZCUPPOIK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4071408

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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: 499.37

Molecular Weight (Monoisotopic): 498.0903

AlogP: 3.29

#Rotatable Bonds: 3

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.02

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.65

Np Likeness Score: -0.30

References

1. Espahbodinia M, Ettari R, Wen W, Wu A, Shen YC, Niu L, Grasso S, Zappalà M..  (2017)  Development of novel N-3-bromoisoxazolin-5-yl substituted 2,3-benzodiazepines as noncompetitive AMPAR antagonists.,  25  (14): [PMID:28571973] [10.1016/j.bmc.2017.05.036]

Source

Source(1):

• Scientific Literature