2-tert-Butyl-2,3-dihydro-1H-4,13-dioxa-2-aza-dibenzo[a,h]fluorene-7,12-dione

ID: ALA4463231

Cas Number: 526188-60-3

PubChem CID: 1192848

Max Phase: Preclinical

Molecular Formula: C22H19NO4

Molecular Weight: 361.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)N1COc2ccc3c4c(oc3c2C1)C(=O)c1ccccc1C4=O

Standard InChI:  InChI=1S/C22H19NO4/c1-22(2,3)23-10-15-16(26-11-23)9-8-14-17-18(24)12-6-4-5-7-13(12)19(25)21(17)27-20(14)15/h4-9H,10-11H2,1-3H3

Standard InChI Key:  CLKLBFXKQLVPPX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.0596   -4.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7718   -5.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7700   -3.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4828   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4816   -4.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1919   -5.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1942   -3.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9091   -3.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9099   -4.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6925   -4.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1942   -2.6513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1902   -5.9435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6912   -3.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1687   -4.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8308   -2.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0199   -2.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3174   -3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9790   -4.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4537   -4.8637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2648   -4.7858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5991   -4.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1222   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7404   -5.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4027   -6.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5579   -5.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1486   -6.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
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  7 10  1  0
  9  8  1  0
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  8 12  2  0
  7 13  2  0
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 15 19  1  0
 18 16  1  0
 16 17  2  0
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 20 21  1  0
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 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4463231

   2-(tert-butyl)-2,3-dihydro-1H-naphtho[2',3':2,3]benzofuro[7,6-e][1,3]oxazine-7,12-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 361.40

Molecular Weight (Monoisotopic): 361.1314

AlogP: 4.16

#Rotatable Bonds: ┄

Polar Surface Area: 59.75

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.33

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: 0.11

References

1. Intagliata S, Salerno L, Ciaffaglione V, Leonardi C, Fallica AN, Carota G, Amata E, Marrazzo A, Pittalà V, Romeo G..  (2019)  Heme Oxygenase-2 (HO-2) as a therapeutic target: Activators and inhibitors.,  183  [PMID:31550661] [10.1016/j.ejmech.2019.111703]

Source

Source(1):

• Scientific Literature