NA

ID: ALA4759315

PubChem CID: 139555524

Max Phase: Preclinical

Molecular Formula: C19H21BrO4

Molecular Weight: 393.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C[C@]23C[C@@]1(O)CC[C@H]2c1cc(Br)c(O)c(C)c1[C@@H]3C(=O)OC

Standard InChI:  InChI=1S/C19H21BrO4/c1-9-7-18-8-19(9,23)5-4-12(18)11-6-13(20)16(21)10(2)14(11)15(18)17(22)24-3/h6,12,15,21,23H,1,4-5,7-8H2,2-3H3/t12-,15+,18-,19-/m0/s1

Standard InChI Key:  RAEVJLUCTVTZPJ-CJCLCCARSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    3.1284  -10.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1284  -11.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213  -11.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8213   -9.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5142  -10.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5187  -11.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2815  -11.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551  -10.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2743   -9.9964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790   -9.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5632  -10.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2175   -8.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0871  -10.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9287   -9.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8136  -12.2537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5321  -12.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9993  -12.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153  -12.2159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533  -10.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381   -9.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6396   -8.8599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8600  -11.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4207  -11.4612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4198   -9.8410    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.6885   -9.4142    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  9  5  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  1
 10 12  1  0
 11 13  1  0
 12 14  1  0
 13 14  1  0
  3 15  1  0
  7 16  1  1
 16 17  2  0
 16 18  1  0
 13 19  2  0
 14 20  1  0
  8 20  1  0
 14 21  1  6
 18 22  1  0
  2 23  1  0
  1 24  1  0
  9 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4759315

   ---

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: 393.28

Molecular Weight (Monoisotopic): 392.0623

AlogP: 3.68

#Rotatable Bonds: 1

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.40

CX Basic pKa: ┄

CX LogP: 3.23

CX LogD: 3.19

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: 2.25

References

1. Annand JR,Henderson AR,Cole KS,Maurais AJ,Becerra J,Liu Y,Weerapana E,Koehler AN,Mapp AK,Schindler CS.  (2020)  Gibberellin JRA-003: A Selective Inhibitor of Nuclear Translocation of IKKα.,  11  (10): [PMID:33062173] [10.1021/acsmedchemlett.9b00613]

Source

Source(1):

• Scientific Literature