((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)methanol

ID: ALA575637

PubChem CID: 25158953

Max Phase: Preclinical

Molecular Formula: C25H38O2

Molecular Weight: 370.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCC[C@@]2(CO)[C@H]1CC[C@]1(C)[C@@H]2CC[C@]2(C)c3cocc3CC[C@@H]12

Standard InChI:  InChI=1S/C25H38O2/c1-22(2)10-5-11-25(16-26)19(22)8-13-24(4)20-7-6-17-14-27-15-18(17)23(20,3)12-9-21(24)25/h14-15,19-21,26H,5-13,16H2,1-4H3/t19-,20+,21-,23+,24-,25+/m0/s1

Standard InChI Key:  KGLSSBJCYUTCKF-WKMSJAJJSA-N

Molfile:  

     RDKit          2D

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    0.7500  -20.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4265  -19.3399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0373  -21.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3249  -22.2817    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5872  -23.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7622  -23.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7515  -20.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1803  -20.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0
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  5 23  1  1
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 13 26  1  6
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  3 27  1  0
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  1  2  1  0
 23 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA575637

   [(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]methanol

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: 370.58

Molecular Weight (Monoisotopic): 370.2872

AlogP: 6.11

#Rotatable Bonds: 1

Polar Surface Area: 33.37

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.77

CX LogD: 5.77

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: 3.05

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