5-chloro-N-(1-((7-methoxybenzo[d][1,3]dioxol-5-yl)methyl)piperidin-4-yl)-1H-indazol-3-amine

ID: ALA370222

Chembl Id: CHEMBL370222

PubChem CID: 44405488

Max Phase: Preclinical

Molecular Formula: C21H23ClN4O3

Molecular Weight: 414.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CN2CCC(Nc3[nH]nc4ccc(Cl)cc34)CC2)cc2c1OCO2

Standard InChI:  InChI=1S/C21H23ClN4O3/c1-27-18-8-13(9-19-20(18)29-12-28-19)11-26-6-4-15(5-7-26)23-21-16-10-14(22)2-3-17(16)24-25-21/h2-3,8-10,15H,4-7,11-12H2,1H3,(H2,23,24,25)

Standard InChI Key:  XSUONKWZVREZIU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA370222

   5-chloro-N-(1-((7-methoxybenzo[d][1,3]dioxol-5-yl)methyl)piperidin-4-yl)-1H-indazol-3-amine

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: 414.89

Molecular Weight (Monoisotopic): 414.1459

AlogP: 4.03

#Rotatable Bonds: 5

Polar Surface Area: 71.64

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.00

CX Basic pKa: 7.65

CX LogP: 3.04

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.92

References

1. Vasudevan A, Souers AJ, Freeman JC, Verzal MK, Gao J, Mulhern MM, Wodka D, Lynch JK, Engstrom KM, Wagaw SH, Brodjian S, Dayton B, Falls DH, Bush E, Brune M, Shapiro RD, Marsh KC, Hernandez LE, Collins CA, Kym PR..  (2005)  Aminopiperidine indazoles as orally efficacious melanin concentrating hormone receptor-1 antagonists.,  15  (23): [PMID:16203136] [10.1016/j.bmcl.2005.08.049]

2. Helal MA, Chittiboyina AG, Avery MA..  (2019)  Identification of a new small molecule chemotype of Melanin Concentrating Hormone Receptor-1 antagonists using pharmacophore-based virtual screening.,  29  (24): [PMID:31678007] [10.1016/j.bmcl.2019.126741]

Source

Source(1):

• Scientific Literature