Elagolix sodium

ID: ALA4465954

PubChem CID: 155531713

Max Phase: Preclinical

Molecular Formula: C36H37F5N5NaO5

Molecular Weight: 715.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(N2CCN(c3c(C)n(Cc4c(F)cccc4C(F)(F)F)c(=O)n(C[C@H](NCCCC(=O)[O-])c4ccccc4)c3=O)CC2)c1F.[Na+]

Standard InChI:  InChI=1S/C36H38F5N5O5.Na/c1-23-33(44-19-17-43(18-20-44)29-13-7-14-30(51-2)32(29)38)34(49)46(22-28(24-9-4-3-5-10-24)42-16-8-15-31(47)48)35(50)45(23)21-25-26(36(39,40)41)11-6-12-27(25)37;/h3-7,9-14,28,42H,8,15-22H2,1-2H3,(H,47,48);/q;+1/p-1/t28-;/m0./s1

Standard InChI Key:  SJSKULUGEIBTGA-JCOPYZAKSA-M

Molfile:  

     RDKit          2D

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    3.7940   -0.4911    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3031   -1.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3007   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072   -2.5607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5918   -2.5565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
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  3 15  2  0
  2 16  1  0
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 17 18  1  0
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  4 25  1  0
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 29 30  1  0
 30 31  2  0
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  5 32  1  0
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 27 34  1  0
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 34 37  1  0
 12 38  1  0
 38 39  2  0
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 43 38  1  0
 43 44  1  0
 42 45  1  0
 45 46  1  0
 19 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 50 52  2  0
M  CHG  2   1   1  51  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 715.72

Molecular Weight (Monoisotopic): 715.2793

AlogP: 5.19

#Rotatable Bonds: 13

Polar Surface Area: 109.04

Molecular Species: ZWITTERION

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.86

CX Basic pKa: 9.04

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.14

Np Likeness Score: -0.89

References

1. Kim SM, Lee M, Lee SY, Park E, Lee SM, Kim EJ, Han MY, Yoo T, Ann J, Yoon S, Lee J, Lee J..  (2016)  Discovery of an Orally Bioavailable Gonadotropin-Releasing Hormone Receptor Antagonist.,  59  (19): [PMID:27608177] [10.1021/acs.jmedchem.6b01071]

Source

Source(1):

• Scientific Literature