Choerosponol B

ID: ALA4646199

PubChem CID: 156019634

Max Phase: Preclinical

Molecular Formula: C25H42O3

Molecular Weight: 390.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC/C=C\CCCCCCCCCCC[C@H](O)Cc1cc(O)ccc1O

Standard InChI:  InChI=1S/C25H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(26)20-22-21-24(27)18-19-25(22)28/h5-6,18-19,21,23,26-28H,2-4,7-17,20H2,1H3/b6-5-/t23-/m0/s1

Standard InChI Key:  QDUFQAAYQKQVHX-UZQCKINESA-N

Molfile:  

 
     RDKit          2D

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   19.4021   -5.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1120   -5.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8202   -5.5850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5315   -5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2439   -5.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9552   -5.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6675   -5.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3789   -5.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0912   -5.5901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7984   -5.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5107   -5.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2221   -6.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9344   -5.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6458   -6.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6448   -6.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9325   -7.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2211   -6.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5088   -7.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4031   -4.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6898   -5.9919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6917   -4.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6950   -3.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9845   -3.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2712   -3.5286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2728   -4.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9839   -4.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9868   -5.5852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9858   -2.2995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  1 19  1  0
  1 20  1  6
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 26 27  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4646199

   ---

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: 390.61

Molecular Weight (Monoisotopic): 390.3134

AlogP: 7.04

#Rotatable Bonds: 17

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.78

CX Basic pKa: ┄

CX LogP: 8.13

CX LogD: 8.13

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.15

Np Likeness Score: 1.44

References

1. Kil YS, Risinger AL, Petersen CL, Liang H, Grkovic T, O'Keefe BR, Mooberry SL, Cichewicz RH..  (2020)  Using the Cancer Dependency Map to Identify the Mechanism of Action of a Cytotoxic Alkenyl Derivative from the Fruit of Choerospondias axillaris.,  83  (3): [PMID:32105068] [10.1021/acs.jnatprod.9b00896]

Source

Source(1):

• Scientific Literature