(Z)-7-[(2S,3S,4S)-4-(Biphenyl-4-ylmethoxy)-1-oxo-2-pyridin-3-yl-tetrahydro-1lambda*4*-thiophen-3-yl]-hept-4-enoic acid

ID: ALA2115559

PubChem CID: 71451008

Max Phase: Preclinical

Molecular Formula: C29H31NO4S

Molecular Weight: 489.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC/C=C\CC[C@@H]1[C@@H](c2cccnc2)[S@+]([O-])C[C@H]1OCc1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C29H31NO4S/c31-28(32)13-7-2-1-6-12-26-27(21-35(33)29(26)25-11-8-18-30-19-25)34-20-22-14-16-24(17-15-22)23-9-4-3-5-10-23/h1-5,8-11,14-19,26-27,29H,6-7,12-13,20-21H2,(H,31,32)/b2-1-/t26-,27+,29+,35+/m0/s1

Standard InChI Key:  UCHZGYCIIFATFO-DGCUIKEHSA-N

Molfile:  

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M  CHG  2   1   1   6  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2115559

   (Z)-7-[(1R,2S,3S,4S)-1-oxo-4-[(4-phenylphenyl)methoxy]-2-pyridin-3-ylthiolan-3-yl]hept-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: 489.64

Molecular Weight (Monoisotopic): 489.1974

AlogP: 5.95

#Rotatable Bonds: 11

Polar Surface Area: 82.48

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.23

CX Basic pKa: 3.62

CX LogP: 3.86

CX LogD: 1.20

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: 0.51

References

1. Vlattas I, Dellureficio J, Cohen D, Lee W, Clarke F, Dotson R, Mathis J, Zoganas H.  (1994)  Thia-prostanoid analogs with combined thromboxane receptor antagonist/thromboxane synthase inhibitor activities. Synthesis and pharmacological evaluation,  4  (17): [10.1016/S0960-894X(01)80103-7]

Source

Source(1):

• Scientific Literature