((5aS,5bS,7aS,11aR,11bS,13aS)-5b,8,8,13a-tetramethyl-4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-hexadecahydrochryseno[2,1-c]furan-11a-yl)methyl acetate

ID: ALA576532

PubChem CID: 25159224

Max Phase: Preclinical

Molecular Formula: C27H40O3

Molecular Weight: 412.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@]12CCCC(C)(C)[C@@H]1CC[C@]1(C)[C@@H]2CC[C@]2(C)c3cocc3CC[C@@H]12

Standard InChI:  InChI=1S/C27H40O3/c1-18(28)30-17-27-12-6-11-24(2,3)21(27)9-14-26(5)22-8-7-19-15-29-16-20(19)25(22,4)13-10-23(26)27/h15-16,21-23H,6-14,17H2,1-5H3/t21-,22+,23-,25+,26-,27+/m0/s1

Standard InChI Key:  SOCWJJCWFLDOKZ-GWYOOKKSSA-N

Molfile:  

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    6.1787  -21.9733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3232  -20.3216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5978  -19.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA576532

   [(5aS,5bS,7aS,11aR,11bS,13aS)-5b,8,8,13a-tetramethyl-4,5,5a,6,7,7a,9,10,11,11b,12,13-dodecahydrophenanthro[2,1-e][2]benzofuran-11a-yl]methyl acetate

Molecule Features

Natural Product: Yes

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: 412.61

Molecular Weight (Monoisotopic): 412.2977

AlogP: 6.69

#Rotatable Bonds: 2

Polar Surface Area: 39.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.21

CX LogD: 6.21

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: 2.90

References

1. Song J, Jeong W, Wang N, Lee HS, Sim CJ, Oh KB, Shin J..  (2008)  Scalarane sesterterpenes from the sponge Smenospongia sp.,  71  (11): [PMID:18973387] [10.1021/np8003694]

Source

Source(1):

• Scientific Literature