Choerosponol E

ID: ALA4640933

PubChem CID: 156015471

Max Phase: Preclinical

Molecular Formula: C23H40O4

Molecular Weight: 380.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC/C=C\CCCCCCCCC[C@H](O)C[C@]1(O)CC(=O)C=C[C@H]1O

Standard InChI:  InChI=1S/C23H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(24)18-23(27)19-21(25)16-17-22(23)26/h5-6,16-17,20,22,24,26-27H,2-4,7-15,18-19H2,1H3/b6-5-/t20-,22+,23-/m0/s1

Standard InChI Key:  SVLOYALGRHXVME-HXMPFHBQSA-N

Molfile:  

 
     RDKit          2D

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    6.2734  -17.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9833  -18.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6915  -17.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4028  -18.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1151  -17.7785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8265  -18.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5388  -17.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2502  -18.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625  -17.7819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6697  -18.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3820  -17.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0934  -18.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2744  -16.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5611  -18.1837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5630  -16.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5663  -15.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8558  -15.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1424  -15.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1441  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8552  -16.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581  -17.7771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8571  -14.4913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0944  -19.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3873  -19.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6790  -19.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9719  -19.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651  -16.1251    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  2  0
  1 13  1  0
  1 14  1  6
 13 15  1  0
 15 16  1  0
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 18 19  2  0
 19 20  1  0
 20 15  1  0
 20 21  1  6
 17 22  2  0
 12 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 15 27  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4640933

   ---

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: 380.57

Molecular Weight (Monoisotopic): 380.2927

AlogP: 4.62

#Rotatable Bonds: 15

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: ┄

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: 2.03

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