2-(16-Acetoxy-3,11-dihydroxy-4,8,10,14-tetramethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-6-methyl-hept-5-enoic acid

ID: ALA2069046

PubChem CID: 70692999

Max Phase: Preclinical

Molecular Formula: C31H50O6

Molecular Weight: 518.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@]2(C)C(CC(O)[C@H]3[C@@]4(C)CCC(O)C(C)C4CC[C@]32C)C1[C@H](CCC=C(C)C)C(=O)O

Standard InChI:  InChI=1S/C31H50O6/c1-17(2)9-8-10-20(28(35)36)26-22-15-24(34)27-29(5)13-12-23(33)18(3)21(29)11-14-30(27,6)31(22,7)16-25(26)37-19(4)32/h9,18,20-27,33-34H,8,10-16H2,1-7H3,(H,35,36)/t18?,20-,21?,22?,23?,24?,25-,26?,27-,29-,30+,31-/m0/s1

Standard InChI Key:  JOAZJOVQDQAYPR-DYJFBUQCSA-N

Molfile:  

     RDKit          2D

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    5.1833   -4.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  3  5  1  0
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  6 17  1  0
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  8 18  1  1
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 24 25  2  0
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  1 26  1  1
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 34 14  1  0
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  5 38  1  1
 13 39  1  1
  8  7  1  0
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  6  3  1  0
 22 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2069046

   (2S)-2-[(8R,9S,10S,14S,16S)-16-acetyloxy-3,11-dihydroxy-4,8,10,14-tetramethyl-1,2,3,4,5,6,7,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-6-methylhept-5-enoic acid

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: 518.74

Molecular Weight (Monoisotopic): 518.3607

AlogP: 5.60

#Rotatable Bonds: 6

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.59

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 1.80

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: 2.94

References

1. Duvold T, Sørensen MD, Björkling F, Henriksen AS, Rastrup-Andersen N..  (2001)  Synthesis and conformational analysis of fusidic acid side chain derivatives in relation to antibacterial activity.,  44  (19): [PMID:11543681] [10.1021/jm010899a]

Source

Source(1):

• Scientific Literature