(S)-N-(2-Hydroxy-1-phenylethyl)-5-(4-methoxyphenyl)-1H-indazole-3-carboxamide

ID: ALA3965416

Chembl Id: CHEMBL3965416

PubChem CID: 134150185

Max Phase: Preclinical

Molecular Formula: C23H21N3O3

Molecular Weight: 387.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc3[nH]nc(C(=O)N[C@H](CO)c4ccccc4)c3c2)cc1

Standard InChI:  InChI=1S/C23H21N3O3/c1-29-18-10-7-15(8-11-18)17-9-12-20-19(13-17)22(26-25-20)23(28)24-21(14-27)16-5-3-2-4-6-16/h2-13,21,27H,14H2,1H3,(H,24,28)(H,25,26)/t21-/m1/s1

Standard InChI Key:  AFNWNAQLFRUEHP-OAQYLSRUSA-N

Alternative Forms

1. Parent:

   

   ALA3965416

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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: 387.44

Molecular Weight (Monoisotopic): 387.1583

AlogP: 3.70

#Rotatable Bonds: 6

Polar Surface Area: 87.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -0.92

References

1. Cameron KO, Kung DW, Kalgutkar AS, Kurumbail RG, Miller R, Salatto CT, Ward J, Withka JM, Bhattacharya SK, Boehm M, Borzilleri KA, Brown JA, Calabrese M, Caspers NL, Cokorinos E, Conn EL, Dowling MS, Edmonds DJ, Eng H, Fernando DP, Frisbie R, Hepworth D, Landro J, Mao Y, Rajamohan F, Reyes AR, Rose CR, Ryder T, Shavnya A, Smith AC, Tu M, Wolford AC, Xiao J..  (2016)  Discovery and Preclinical Characterization of 6-Chloro-5-[4-(1-hydroxycyclobutyl)phenyl]-1H-indole-3-carboxylic Acid (PF-06409577), a Direct Activator of Adenosine Monophosphate-activated Protein Kinase (AMPK), for the Potential Treatment of Diabetic Nephropathy.,  59  (17): [PMID:27490827] [10.1021/acs.jmedchem.6b00866]

Source

Source(1):

• Scientific Literature