9-bromo-13-heptyl-9,10-dihydro-9,10-[3,4]epipyrroloanthracene-12,14-dione

ID: ALA4476184

PubChem CID: 155538176

Max Phase: Preclinical

Molecular Formula: C25H26BrNO2

Molecular Weight: 452.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCN1C(=O)C2C3c4ccccc4C(Br)(c4ccccc43)C2C1=O

Standard InChI:  InChI=1S/C25H26BrNO2/c1-2-3-4-5-10-15-27-23(28)21-20-16-11-6-8-13-18(16)25(26,22(21)24(27)29)19-14-9-7-12-17(19)20/h6-9,11-14,20-22H,2-5,10,15H2,1H3

Standard InChI Key:  KJFYKBCYSRGUJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   41.7746   -2.9336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.0669   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.3592   -2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7745   -3.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5517   -4.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0322   -3.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5518   -2.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9572   -4.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9561   -5.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6641   -5.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3738   -5.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3709   -4.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6623   -4.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8751   -4.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8740   -5.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5820   -5.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2917   -5.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2889   -4.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5803   -4.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0511   -4.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0800   -5.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1134   -4.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8044   -1.9040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6515   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9438   -2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2361   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5284   -2.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8207   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7569   -3.9415    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  1  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 14 20  1  0
 15 21  1  0
 21 11  1  0
 20 12  1  0
 21  5  1  0
 20  6  1  0
  4 22  2  0
  7 23  2  0
  3 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476184

   ---

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: 452.39

Molecular Weight (Monoisotopic): 451.1147

AlogP: 5.36

#Rotatable Bonds: 6

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.58

CX LogD: 5.58

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -0.23

References

1. Bisi A, Mokhtar Mahmoud A, Allará M, Naldi M, Belluti F, Gobbi S, Ligresti A, Rampa A..  (2019)  Polycyclic Maleimide-based Scaffold as New Privileged Structure for Navigating the Cannabinoid System Opportunities.,  10  (4): [PMID:30996802] [10.1021/acsmedchemlett.8b00594]

Source

Source(1):

• Scientific Literature