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

ID: ALA348980

PubChem CID: 44374482

Max Phase: Preclinical

Molecular Formula: C32H42N2O5

Molecular Weight: 534.70

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C32H42N2O5/c33-30(35)22-26-10-5-6-11-27(26)25-15-13-24(14-16-25)23-39-29-18-17-28(34-19-7-1-2-8-20-34)32(29)38-21-9-3-4-12-31(36)37/h3,5-6,9-11,13-16,28-29,32H,1-2,4,7-8,12,17-23H2,(H2,33,35)(H,36,37)/b9-3-/t28-,29?,32+/m0/s1

Standard InChI Key:  VAGHKWICACTLAS-VRGMRELOSA-N

Molfile:  

     RDKit          2D

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    6.2625   -4.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9417   -3.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -5.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -0.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 13  1  0
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 36 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA348980

   (Z)-6-[(1R,5S)-2-[[4-[2-(2-amino-2-oxoethyl)phenyl]phenyl]methoxy]-5-(azepan-1-yl)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: 534.70

Molecular Weight (Monoisotopic): 534.3094

AlogP: 5.11

#Rotatable Bonds: 13

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: 10.12

CX LogP: 2.13

CX LogD: 2.13

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: 0.52

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