2-(1-(benzo[d]thiazol-2-ylmethyl)-4-hydroxy-2-oxo-2,5,7,8-tetrahydro-1H-pyrano[4,3-b]pyridine-3-carboxamido)acetic acid

ID: ALA4162309

Chembl Id: CHEMBL4162309

PubChem CID: 118978341

Max Phase: Preclinical

Molecular Formula: C19H17N3O6S

Molecular Weight: 415.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CNC(=O)c1c(O)c2c(n(Cc3nc4ccccc4s3)c1=O)CCOC2

Standard InChI:  InChI=1S/C19H17N3O6S/c23-15(24)7-20-18(26)16-17(25)10-9-28-6-5-12(10)22(19(16)27)8-14-21-11-3-1-2-4-13(11)29-14/h1-4,25H,5-9H2,(H,20,26)(H,23,24)

Standard InChI Key:  UWKUIXNEIFYFGM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4162309

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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: 415.43

Molecular Weight (Monoisotopic): 415.0838

AlogP: 1.10

#Rotatable Bonds: 5

Polar Surface Area: 130.75

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.75

CX Basic pKa: 2.50

CX LogP: -0.64

CX LogD: -3.71

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.57

Np Likeness Score: -1.21

References

1. Joharapurkar AA, Pandya VB, Patel VJ, Desai RC, Jain MR..  (2018)  Prolyl Hydroxylase Inhibitors: A Breakthrough in the Therapy of Anemia Associated with Chronic Diseases.,  61  (16): [PMID:29712435] [10.1021/acs.jmedchem.7b01686]

2. Liu P, Wang L, DuBois BG, Colandrea VJ, Liu R, Cai J, Du X, Quan W, Morris W, Bai J, Bishwokarma B, Cheng M, Piesvaux J, Ray K, Alpert C, Chiu CS, Zielstorff M, Metzger JM, Yang L, Leung D, Alleyne C, Vincent SH, Pucci V, Li X, Crespo A, Stickens D, Hale JJ, Ujjainwalla F, Sinz CJ..  (2018)  Discovery of Orally Bioavailable and Liver-Targeted Hypoxia-Inducible Factor Prolyl Hydroxylase (HIF-PHD) Inhibitors for the Treatment of Anemia.,  9  (12): [PMID:30613325] [10.1021/acsmedchemlett.8b00274]

Source

Source(1):

• Scientific Literature