NA

ID: ALA4748044

PubChem CID: 162649636

Max Phase: Preclinical

Molecular Formula: C23H25BrO6

Molecular Weight: 477.35

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H25BrO6/c1-12-10-22-11-23(12,27)7-5-15(22)14-9-16(24)20(30-8-6-17(25)28-3)13(2)18(14)19(22)21(26)29-4/h6,8-9,15,19,27H,1,5,7,10-11H2,2-4H3/b8-6+/t15-,19+,22-,23-/m0/s1

Standard InChI Key:  WQCBQFJQHDPMTF-RJOFGYDHSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   16.7277  -10.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7277  -11.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4206  -11.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4206   -9.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1135  -10.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1179  -11.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8808  -11.3459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3544  -10.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8735  -10.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0782   -9.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1625  -10.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8167   -8.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6864  -10.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5279   -9.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4128  -12.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1313  -12.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5985  -12.7023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9146  -12.2695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4525  -10.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6374   -9.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2388   -8.9135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4592  -11.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0199  -11.5149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3122  -11.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3124  -10.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6047   -9.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6049   -9.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8970  -10.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1893   -9.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0190   -9.8947    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   18.2877   -9.4679    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
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
  1 30  1  0
  9 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4748044

   ---

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: 477.35

Molecular Weight (Monoisotopic): 476.0835

AlogP: 4.04

#Rotatable Bonds: 4

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.31

Np Likeness Score: 1.93

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