Disodium salt of (S)-6-[(R)-2-(3-Chloro-phenyl)-2-hydroxy-ethylamino]-6,7,8,9-tetrahydro-5H-1,3-dioxa-cyclohepta[f]indene-2,2-dicarboxylic acid

ID: ALA421193

Chembl Id: CHEMBL421193

PubChem CID: 11620152

Max Phase: Preclinical

Molecular Formula: C22H20ClNNa2O7

Molecular Weight: 447.87

Molecule Type: Small molecule

Names and Identifiers

Synonyms: FR-165914 | CHEMBL421193|FR-165914

Canonical SMILES:  O=C([O-])C1(C(=O)[O-])Oc2cc3c(cc2O1)C[C@@H](NC[C@H](O)c1cccc(Cl)c1)CCC3.[Na+].[Na+]

Standard InChI:  InChI=1S/C22H22ClNO7.2Na/c23-15-5-1-4-13(7-15)17(25)11-24-16-6-2-3-12-9-18-19(10-14(12)8-16)31-22(30-18,20(26)27)21(28)29;;/h1,4-5,7,9-10,16-17,24-25H,2-3,6,8,11H2,(H,26,27)(H,28,29);;/q;2*+1/p-2/t16-,17-;;/m0../s1

Standard InChI Key:  DNXPJMGBSBGERP-SZKOKKDDSA-L

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: 447.87

Molecular Weight (Monoisotopic): 447.1085

AlogP: 2.55

#Rotatable Bonds: 6

Polar Surface Area: 125.32

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.72

CX Basic pKa: 9.79

CX LogP: 1.61

CX LogD: -1.49

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -0.21

References

1. Hattori K, Nagano M, Kato T, Nakanishi I, Imai K, Kinoshita T, Sakane K.  (1995)  Asymmetric synthesis of FR165914: A novel 3-adrenergic agonist with a benzocycloheptene structure,  5  (23): [10.1016/0960-894X(95)00483-A]

Source

Source(1):

• Scientific Literature