thorectandrol B

ID: ALA516434

PubChem CID: 5352107

Max Phase: Preclinical

Molecular Formula: C27H42O5

Molecular Weight: 446.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1CCC[C@H]2[C@@](CC/C(C)=C/C[C@H]3OC(=O)CC3CO)(COC(C)=O)[C@@H](C)CC[C@]12C

Standard InChI:  InChI=1S/C27H42O5/c1-18(9-10-23-22(16-28)15-25(30)32-23)11-14-27(17-31-21(4)29)20(3)12-13-26(5)19(2)7-6-8-24(26)27/h9,20,22-24,28H,2,6-8,10-17H2,1,3-5H3/b18-9+/t20-,22?,23+,24+,26+,27-/m0/s1

Standard InChI Key:  LXMKQCAAVQEDRO-GQAGCTKMSA-N

Molfile:  

     RDKit          2D

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   14.4955    1.2609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2397   -0.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7875   -1.4713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9486    1.4942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3742   -0.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  2  0
  2  3  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA516434

   THORECTANDROL B

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 446.63

Molecular Weight (Monoisotopic): 446.3032

AlogP: 5.37

#Rotatable Bonds: 8

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.31

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: 3.33

References

1. Charan RD, McKee TC, Boyd MR..  (2002)  Thorectandrols C, D, and E, new sesterterpenes from the marine sponge Thorectandra sp.,  65  (4): [PMID:11975486] [10.1021/np010439k]

2. Charan RD, McKee TC, Boyd MR..  (2001)  Thorectandrols A and B, new cytotoxic sesterterpenes from the marine sponge Thorectandra species.,  64  (5): [PMID:11374971] [10.1021/np000544e]

Source

Source(1):

• Scientific Literature