NA

ID: ALA4754522

Cas Number: 510-50-9

PubChem CID: 10926485

Max Phase: Preclinical

Molecular Formula: C20H24O6

Molecular Weight: 360.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12C=C[C@H](O)[C@@](C)(C(=O)O1)[C@H]2[C@@H]3C(=O)OC

Standard InChI:  InChI=1S/C20H24O6/c1-10-8-18-9-19(10,24)6-4-11(18)20-7-5-12(21)17(2,16(23)26-20)14(20)13(18)15(22)25-3/h5,7,11-14,21,24H,1,4,6,8-9H2,2-3H3/t11-,12+,13-,14-,17-,18+,19+,20-/m1/s1

Standard InChI Key:  DCYKYFYDBJFJHO-QDEMZEMRSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   -3.2982    0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2982   -0.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012   -0.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    0.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9000    0.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8955   -0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1286   -0.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550    0.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358    0.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9353    1.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573    0.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926    1.9007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6770    0.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268    1.5194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3914    0.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8536   -0.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6048    0.1257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6089   -1.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -1.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9938   -0.6868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8822   -1.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4149   -1.8871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948   -1.4501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4473    0.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1573   -2.2055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    1.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2372    1.9233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7216    1.3598    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  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  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
  5 15  1  6
  3 16  1  0
 15 16  1  0
  6 17  1  1
  3 18  1  1
 16 19  2  0
  2 20  1  1
  7 21  1  1
 21 22  2  0
 21 23  1  0
 13 24  2  0
 23 25  1  0
 14 26  1  0
  8 26  1  0
 14 27  1  6
  9 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4754522

   Gibberellin A3 methyl ester

Molecule Features

Natural Product: Yes

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: 360.41

Molecular Weight (Monoisotopic): 360.1573

AlogP: 1.12

#Rotatable Bonds: 1

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.50

CX LogD: 0.50

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.54

Np Likeness Score: 3.42

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