1-(6-chloro-4-(dimethylcarbamoyl)pyridin-2-yl)-2-(7-methyl-1H-indazol-5-yl)ethyl 4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

ID: ALA2023191

PubChem CID: 57404496

Max Phase: Preclinical

Molecular Formula: C30H31ClN8O4

Molecular Weight: 603.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CC(OC(=O)N2CCC(n3c(=O)[nH]c4ncccc43)CC2)c2cc(C(=O)N(C)C)cc(Cl)n2)cc2cn[nH]c12

Standard InChI:  InChI=1S/C30H31ClN8O4/c1-17-11-18(12-20-16-33-36-26(17)20)13-24(22-14-19(15-25(31)34-22)28(40)37(2)3)43-30(42)38-9-6-21(7-10-38)39-23-5-4-8-32-27(23)35-29(39)41/h4-5,8,11-12,14-16,21,24H,6-7,9-10,13H2,1-3H3,(H,33,36)(H,32,35,41)

Standard InChI Key:  CUCSRSSYJJNZFT-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2023191

   [1-[6-chloro-4-(dimethylcarbamoyl)pyridin-2-yl]-2-(7-methyl-1H-indazol-5-yl)ethyl] 4-(2-oxo-3H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxylate

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: 603.08

Molecular Weight (Monoisotopic): 602.2157

AlogP: 4.42

#Rotatable Bonds: 6

Polar Surface Area: 142.10

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.68

CX Basic pKa: 3.19

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 5

Heavy Atoms: 43

QED Weighted: 0.27

Np Likeness Score: -1.29

References

1. Luo G, Chen L, Civiello R, Pin SS, Xu C, Kostich W, Kelley M, Conway CM, Macor JE, Dubowchik GM..  (2012)  Calcitonin gene-related peptide (CGRP) receptor antagonists: pyridine as a replacement for a core amide group.,  22  (8): [PMID:22429470] [10.1016/j.bmcl.2012.02.065]

2. Luo G, Chen L, Conway CM, Denton R, Keavy D, Gulianello M, Huang Y, Kostich W, Lentz KA, Mercer SE, Schartman R, Signor L, Browning M, Macor JE, Dubowchik GM..  (2012)  Discovery of BMS-846372, a Potent and Orally Active Human CGRP Receptor Antagonist for the Treatment of Migraine.,  3  (4): [PMID:24900474] [10.1021/ml300021s]

Source

Source(1):

• Scientific Literature