Bufogargarizin D

ID: ALA4846248

PubChem CID: 164609122

Max Phase: Preclinical

Molecular Formula: C23H26O4

Molecular Weight: 366.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H]3C4=C(C[C@H]3[C@@]1(O)CC[C@@H]2c1ccc(=O)oc1)C(=O)C=CCC4

Standard InChI:  InChI=1S/C23H26O4/c1-22-10-8-16-15-4-2-3-5-20(24)17(15)12-19(16)23(22,26)11-9-18(22)14-6-7-21(25)27-13-14/h3,5-7,13,16,18-19,26H,2,4,8-12H2,1H3/t16-,18-,19-,22-,23+/m1/s1

Standard InChI Key:  RDOABMLJNQGVOD-PPDJZNBDSA-N

Molfile:  

 
     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    5.0517   -4.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7570   -3.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4623   -4.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4623   -5.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2361   -5.3823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7145   -4.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2362   -4.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4900   -3.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2907   -3.1223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5440   -2.3491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0001   -1.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1995   -1.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9427   -2.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7570   -5.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0478   -5.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5893   -6.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4409   -5.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7765   -6.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4036   -7.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6436   -5.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019   -7.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9902   -5.9794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -6.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9003   -7.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2556   -0.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4550   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4550   -5.9473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7492   -4.7215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3377   -4.7215    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0
  1  2  1  0
 14  4  1  0
  3  2  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  8  9  1  0
  8 13  2  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  7  8  1  1
 14 15  1  0
 15 17  1  0
 18 16  1  0
 16 14  1  0
 17 18  2  0
 18 19  1  0
 17 20  1  0
 19 21  1  0
 20 22  1  0
 21 23  2  0
 22 23  1  0
 19 24  2  0
 11 25  2  0
  3 26  1  1
  4 27  1  1
 14 28  1  1
 15 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4846248

   ---

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: 366.46

Molecular Weight (Monoisotopic): 366.1831

AlogP: 3.90

#Rotatable Bonds: 1

Polar Surface Area: 67.51

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.28

CX LogP: 3.24

CX LogD: 3.24

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.82

Np Likeness Score: 2.77

References

1. Zhou SW, Quan JY, Li ZW, Ye G, Shang Z, Chen ZP, Wang L, Li XY, Zhang XQ, Li J, Liu JS, Tian HY..  (2021)  Bufadienolides from the Eggs of the Toad Bufo bufo gargarizans and Their Antimelanoma Activities.,  84  (5.0): [PMID:33882233] [10.1021/acs.jnatprod.0c00840]

Source

Source(1):

• Scientific Literature