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

ID: ALA161427

PubChem CID: 13560651

Max Phase: Preclinical

Molecular Formula: C29H37NO4

Molecular Weight: 463.62

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]1N1CCCCC1

Standard InChI:  InChI=1S/C29H37NO4/c31-28(32)12-6-2-9-21-33-29-26(30-19-7-3-8-20-30)17-18-27(29)34-22-23-13-15-25(16-14-23)24-10-4-1-5-11-24/h1-2,4-5,9-11,13-16,26-27,29H,3,6-8,12,17-22H2,(H,31,32)/b9-2-/t26-,27-,29+/m0/s1

Standard InChI Key:  BZYFYLPNTYTHJE-KPZIQFQPSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA161427

   (Z)-6-[(1R,2S,5S)-2-[(4-phenylphenyl)methoxy]-5-piperidin-1-ylcyclopentyl]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: 463.62

Molecular Weight (Monoisotopic): 463.2723

AlogP: 5.69

#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: 9.65

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: 0.63

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]

2. 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