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

ID: ALA350111

PubChem CID: 44374561

Max Phase: Preclinical

Molecular Formula: C30H39NO4

Molecular Weight: 477.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC/C=C\CO[C@H]1[C@@H](OCc2ccc(-c3ccccc3)cc2)CC[C@@H]1N1CCCCCC1

Standard InChI:  InChI=1S/C30H39NO4/c32-29(33)13-7-4-10-22-34-30-27(31-20-8-1-2-9-21-31)18-19-28(30)35-23-24-14-16-26(17-15-24)25-11-5-3-6-12-25/h3-6,10-12,14-17,27-28,30H,1-2,7-9,13,18-23H2,(H,32,33)/b10-4-/t27-,28-,30+/m0/s1

Standard InChI Key:  KMFPAIGKYNZRJV-SBQVCWCCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA350111

   (Z)-6-[(1R,2S,5S)-2-(azepan-1-yl)-5-[(4-phenylphenyl)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: 477.65

Molecular Weight (Monoisotopic): 477.2879

AlogP: 6.08

#Rotatable Bonds: 11

Polar Surface Area: 59.00

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.79

CX Basic pKa: 10.12

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: 0.62

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