1-{3-[4-((S)-2,8-Dihydroxy-11,12-dihydro-5H-6,13-dioxa-benzo[3,4]cyclohepta[1,2-a]naphthalen-5-yl)-phenoxy]-propyl}-pyrrolidine-2,5-dione

ID: ALA1087682

PubChem CID: 44597210

Max Phase: Preclinical

Molecular Formula: C30H27NO7

Molecular Weight: 513.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCC(=O)N1CCCOc1ccc([C@@H]2Oc3cc(O)ccc3C3=C2c2ccc(O)cc2OCC3)cc1

Standard InChI:  InChI=1S/C30H27NO7/c32-19-5-9-24-25(16-19)37-15-12-23-22-8-4-20(33)17-26(22)38-30(29(23)24)18-2-6-21(7-3-18)36-14-1-13-31-27(34)10-11-28(31)35/h2-9,16-17,30,32-33H,1,10-15H2/t30-/m0/s1

Standard InChI Key:  BAQUULQYEAYXFF-PMERELPUSA-N

Molfile:  

     RDKit          2D

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    7.4346   -5.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3947   -3.5380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2976   -6.1715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7316   -7.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4439   -7.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1590   -7.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2937   -6.5906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.5864   -7.8059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6771   -8.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 18  1  0
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  4  1  1  0
  8 21  1  6
  5  6  1  0
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 13  9  1  0
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 10 11  2  0
  2 30  1  0
  3  6  2  0
 29 31  1  0
  1  2  2  0
 31 32  1  0
 32 33  1  0
 14 15  2  0
  5 11  1  0
 15 16  1  0
  6  7  1  0
 33 34  1  0
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 16 17  2  0
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  7  8  1  0
 33 38  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1087682

   1-[3-[4-[(19S)-5,15-dihydroxy-8,18-dioxatetracyclo[9.8.0.02,7.012,17]nonadeca-1(11),2(7),3,5,12(17),13,15-heptaen-19-yl]phenoxy]propyl]pyrrolidine-2,5-dione

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: 513.55

Molecular Weight (Monoisotopic): 513.1788

AlogP: 4.84

#Rotatable Bonds: 6

Polar Surface Area: 105.53

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.61

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.36

Np Likeness Score: 0.11

References

1. Jain N, Xu J, Kanojia RM, Du F, Jian-Zhong G, Pacia E, Lai MT, Musto A, Allan G, Reuman M, Li X, Hahn D, Cousineau M, Peng S, Ritchie D, Russell R, Lundeen S, Sui Z..  (2009)  Identification and structure-activity relationships of chromene-derived selective estrogen receptor modulators for treatment of postmenopausal symptoms.,  52  (23): [PMID:19366247] [10.1021/jm900146e]

Source

Source(1):

• Scientific Literature