6-(4-bromophenylthio)-3-(butylamino)-1-oxo-1H-phenalene-2-carbonitrile

ID: ALA4741554

PubChem CID: 162645340

Max Phase: Preclinical

Molecular Formula: C24H19BrN2OS

Molecular Weight: 463.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNC1=C(C#N)C(=O)c2cccc3c(Sc4ccc(Br)cc4)ccc1c23

Standard InChI:  InChI=1S/C24H19BrN2OS/c1-2-3-13-27-23-18-11-12-21(29-16-9-7-15(25)8-10-16)17-5-4-6-19(22(17)18)24(28)20(23)14-26/h4-12,27H,2-3,13H2,1H3

Standard InChI Key:  XZBIVEYODRPUMU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.2387   -6.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5349   -6.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8247   -6.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1185   -5.9215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5332   -7.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8294   -7.9625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1191   -7.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1209   -6.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4106   -6.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4083   -5.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2434   -7.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2458   -8.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9561   -9.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6599   -8.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3701   -9.1821    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.3684   -9.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0786  -10.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0810  -11.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3731  -11.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3754  -12.4509    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.6669  -11.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6646  -10.4058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6616   -7.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9514   -7.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9490   -6.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6569   -6.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3630   -6.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3654   -7.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  3  0
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  9 10  1  0
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  6 12  1  0
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 20 21  1  0
 20 22  1  0
 22 23  2  0
 17 23  1  0
 15 24  1  0
 24 25  2  0
 12 25  1  0
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  2 26  1  0
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 27 28  1  0
 28 29  2  0
 24 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741554

   ---

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: 463.40

Molecular Weight (Monoisotopic): 462.0401

AlogP: 6.57

#Rotatable Bonds: 6

Polar Surface Area: 52.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.04

CX LogD: 6.04

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.94

References

1. Wang Z,Song T,Guo Z,Cao K,Chen C,Feng Y,Wang H,Yin F,Zhou S,Dai J,Zhang Z.  (2020)  Targeting the Allosteric Pathway That Interconnects the Core-Functional Scaffold and the Distal Phosphorylation Sites for Specific Dephosphorylation of Bcl-2.,  63  (22): [PMID:33197310] [10.1021/acs.jmedchem.0c01290]

Source

Source(1):

• Scientific Literature