3'-[[2R-[[2-(3-chlorophenyl)-2R-hydroxyethyl]amino]propyl]amino]-[1,1'-biphenyl]-2,4-dicarboxylic acid

ID: ALA206002

Chembl Id: CHEMBL206002

PubChem CID: 11669967

Max Phase: Preclinical

Molecular Formula: C25H25ClN2O5

Molecular Weight: 468.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](CNc1cccc(-c2ccc(C(=O)O)cc2C(=O)O)c1)NC[C@H](O)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C25H25ClN2O5/c1-15(27-14-23(29)17-5-2-6-19(26)10-17)13-28-20-7-3-4-16(11-20)21-9-8-18(24(30)31)12-22(21)25(32)33/h2-12,15,23,27-29H,13-14H2,1H3,(H,30,31)(H,32,33)/t15-,23+/m1/s1

Standard InChI Key:  DNYHEVPHQAGYME-CMJOXMDJSA-N

Alternative Forms

1. Parent:

   

   ALA206002

   4-[3-[[(2R)-2-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]propyl]amino]phenyl]benzene-1,3-dicarboxylic 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: 468.94

Molecular Weight (Monoisotopic): 468.1452

AlogP: 4.53

#Rotatable Bonds: 10

Polar Surface Area: 118.89

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.36

CX Basic pKa: 9.10

CX LogP: 1.43

CX LogD: -1.35

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.56

References

1. Uehling DE, Shearer BG, Donaldson KH, Chao EY, Deaton DN, Adkison KK, Brown KK, Cariello NF, Faison WL, Lancaster ME, Lin J, Hart R, Milliken TO, Paulik MA, Sherman BW, Sugg EE, Cowan C..  (2006)  Biarylaniline phenethanolamines as potent and selective beta3 adrenergic receptor agonists.,  49  (9): [PMID:16640337] [10.1021/jm0509445]

Source

Source(1):

• Scientific Literature