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

ID: ALA421831

PubChem CID: 44374481

Max Phase: Preclinical

Molecular Formula: C32H42N2O5

Molecular Weight: 534.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)Cc1ccc(-c2ccc(COC3CC[C@H](N4CCCCCC4)[C@H]3OC/C=C\CCC(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C32H42N2O5/c33-30(35)22-24-9-13-26(14-10-24)27-15-11-25(12-16-27)23-39-29-18-17-28(34-19-5-1-2-6-20-34)32(29)38-21-7-3-4-8-31(36)37/h3,7,9-16,28-29,32H,1-2,4-6,8,17-23H2,(H2,33,35)(H,36,37)/b7-3-/t28-,29?,32+/m0/s1

Standard InChI Key:  CEKMCURBOQYMIO-KWDMWAAPSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA421831

   (Z)-6-[(1R,5S)-2-[[4-[4-(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: 0.49

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