(S)-2-(2-((3'-(1-amino-2-hydroxyethyl)-5-(hydroxymethyl)biphenyl-3-yl)methoxy)phenyl)acetic acid

ID: ALA4246585

Chembl Id: CHEMBL4246585

PubChem CID: 117820295

Max Phase: Preclinical

Molecular Formula: C24H25NO5

Molecular Weight: 407.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](CO)c1cccc(-c2cc(CO)cc(COc3ccccc3CC(=O)O)c2)c1

Standard InChI:  InChI=1S/C24H25NO5/c25-22(14-27)19-6-3-5-18(11-19)21-9-16(13-26)8-17(10-21)15-30-23-7-2-1-4-20(23)12-24(28)29/h1-11,22,26-27H,12-15,25H2,(H,28,29)/t22-/m1/s1

Standard InChI Key:  RZBMRPRKHGGTKV-JOCHJYFZSA-N

Alternative Forms

1. Parent:

   

   ALA4246585

   2-[2-[[3-[3-[(1S)-1-amino-2-hydroxyethyl]phenyl]-5-(hydroxymethyl)phenyl]methoxy]phenyl]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: 407.47

Molecular Weight (Monoisotopic): 407.1733

AlogP: 3.04

#Rotatable Bonds: 9

Polar Surface Area: 113.01

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: 8.89

CX LogP: 0.29

CX LogD: 0.28

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -0.05

References

1. Iyer A, Xu W, Reid RC, Fairlie DP..  (2018)  Chemical Approaches to Modulating Complement-Mediated Diseases.,  61  (8): [PMID:28977749] [10.1021/acs.jmedchem.7b00882]

2. Karki RG, Powers J, Mainolfi N, Anderson K, Belanger DB, Liu D, Ji N, Jendza K, Gelin CF, Mac Sweeney A, Solovay C, Delgado O, Crowley M, Liao SM, Argikar UA, Flohr S, La Bonte LR, Lorthiois EL, Vulpetti A, Brown A, Long D, Prentiss M, Gradoux N, de Erkenez A, Cumin F, Adams C, Jaffee B, Mogi M..  (2019)  Design, Synthesis, and Preclinical Characterization of Selective Factor D Inhibitors Targeting the Alternative Complement Pathway.,  62  (9): [PMID:30995036] [10.1021/acs.jmedchem.9b00271]

Source

Source(1):

• Scientific Literature