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

ID: ALA159581

PubChem CID: 44374564

Max Phase: Preclinical

Molecular Formula: C31H40N2O5

Molecular Weight: 520.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1ccccc1-c1ccc(COC2CC[C@H](N3CCCCCC3)[C@H]2OC/C=C\CCC(=O)O)cc1

Standard InChI:  InChI=1S/C31H40N2O5/c32-31(36)26-11-6-5-10-25(26)24-15-13-23(14-16-24)22-38-28-18-17-27(33-19-7-1-2-8-20-33)30(28)37-21-9-3-4-12-29(34)35/h3,5-6,9-11,13-16,27-28,30H,1-2,4,7-8,12,17-22H2,(H2,32,36)(H,34,35)/b9-3-/t27-,28?,30+/m0/s1

Standard InChI Key:  BCFQWPRFKYAFHU-GAFDFGGTSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA159581

   (Z)-6-[(1R,2S)-2-(azepan-1-yl)-5-[[4-(2-carbamoylphenyl)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: 520.67

Molecular Weight (Monoisotopic): 520.2937

AlogP: 5.18

#Rotatable Bonds: 12

Polar Surface Area: 102.09

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.79

CX Basic pKa: 10.11

CX LogP: 2.15

CX LogD: 2.15

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.37

Np Likeness Score: 0.49

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