(Z)-6-[(1R,2S)-2-Azepan-1-yl-5-(2'-methylsulfamoylmethyl-biphenyl-4-ylmethoxy)-cyclopentyloxy]-hex-4-enoic acid

ID: ALA161746

PubChem CID: 44374723

Max Phase: Preclinical

Molecular Formula: C32H44N2O6S

Molecular Weight: 584.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNS(=O)(=O)Cc1ccccc1-c1ccc(COC2CC[C@H](N3CCCCCC3)[C@H]2OC/C=C\CCC(=O)O)cc1

Standard InChI:  InChI=1S/C32H44N2O6S/c1-33-41(37,38)24-27-11-6-7-12-28(27)26-16-14-25(15-17-26)23-40-30-19-18-29(34-20-8-2-3-9-21-34)32(30)39-22-10-4-5-13-31(35)36/h4,6-7,10-12,14-17,29-30,32-33H,2-3,5,8-9,13,18-24H2,1H3,(H,35,36)/b10-4-/t29-,30?,32+/m0/s1

Standard InChI Key:  BPXWFRXHKNVENH-UCXNPNORSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA161746

   (Z)-6-[(1R,2S)-2-(azepan-1-yl)-5-[[4-[2-(methylsulfamoylmethyl)phenyl]phenyl]methoxy]cyclopentyl]oxyhex-4-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: 584.78

Molecular Weight (Monoisotopic): 584.2920

AlogP: 5.13

#Rotatable Bonds: 14

Polar Surface Area: 105.17

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.79

CX Basic pKa: 10.08

CX LogP: 1.90

CX LogD: 1.89

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.30

Np Likeness Score: 0.21

References

1. Campbell I, Collington E, Finch H, Hallett P, Hayes R, Lumley P, Mills K, Wallis C, White B.  (1991)  Synthesis and pharmacological evaluation of novel Amino-prostanoids: potent and orally effective thromboxane A2 receptor antagonists,  1  (12): [10.1016/S0960-894X(01)81049-0]

Source

Source(1):

• Scientific Literature