{(S)-6-[(Diphenylcarbamoyloxy)-methyl]-5,6-dihydroxy-5,6,7,8-tetrahydro-naphthalen-1-yloxy}-acetic acid

ID: ALA425916

Chembl Id: CHEMBL425916

Cas Number: 860646-55-5

PubChem CID: 44402750

Max Phase: Preclinical

Molecular Formula: C26H25NO7

Molecular Weight: 463.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)COc1cccc2c1CC[C@](O)(COC(=O)N(c1ccccc1)c1ccccc1)[C@H]2O

Standard InChI:  InChI=1S/C26H25NO7/c28-23(29)16-33-22-13-7-12-21-20(22)14-15-26(32,24(21)30)17-34-25(31)27(18-8-3-1-4-9-18)19-10-5-2-6-11-19/h1-13,24,30,32H,14-17H2,(H,28,29)/t24-,26-/m0/s1

Standard InChI Key:  IJQVCFYGSGMSPC-AHWVRZQESA-N

Alternative Forms

1. Parent:

   

   ALA425916

   2-[[(5S,6S)-6-[[[(Diphenylamino)carbonyl]oxy]methyl]-5,6,7,8-tetrahydro-5,6-dihydroxy-1-naphthalenyl]oxy]acetic 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: 463.49

Molecular Weight (Monoisotopic): 463.1631

AlogP: 3.84

#Rotatable Bonds: 7

Polar Surface Area: 116.53

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.53

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: 0.18

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: 0.17

References

1. Hattori K, Tanaka A, Okitsu O, Tabuchi S, Taniguchi K, Nishio M, Koyama S, Higaki M, Seki J, Sakane K..  (2005)  Discovery of diphenylcarbamate derivatives as highly potent and selective IP receptor agonists: orally active prostacyclin mimetics. Part 3.,  15  (12): [PMID:15914004] [10.1016/j.bmcl.2005.04.047]

2. Takamura F, Tanaka A, Takasugi H, Taniguchi K, Nishio M, Seki J, Hattori K..  (2006)  Metabolism investigation leading to novel drug design 2: orally active prostacyclin mimetics. Part 5.,  16  (17): [PMID:16824754] [10.1016/j.bmcl.2006.06.033]

Source

Source(1):

• Scientific Literature