N-(5-(3-(cyclopropylsulfonyl)phenyl)pyridin-2-yl)-2-methylpyrimidine-5-carboxamide

ID: ALA4105066

Chembl Id: CHEMBL4105066

PubChem CID: 123295297

Max Phase: Preclinical

Molecular Formula: C20H18N4O3S

Molecular Weight: 394.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc(C(=O)Nc2ccc(-c3cccc(S(=O)(=O)C4CC4)c3)cn2)cn1

Standard InChI:  InChI=1S/C20H18N4O3S/c1-13-21-11-16(12-22-13)20(25)24-19-8-5-15(10-23-19)14-3-2-4-18(9-14)28(26,27)17-6-7-17/h2-5,8-12,17H,6-7H2,1H3,(H,23,24,25)

Standard InChI Key:  IOUSCHMIPYKNLC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4105066

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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: 394.46

Molecular Weight (Monoisotopic): 394.1100

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 101.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.73

CX Basic pKa: 2.44

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.71

Np Likeness Score: -1.63

References

1. Siddiqui-Jain A, Hoj JP, Hargiss JB, Hoj TH, Payne CJ, Ritchie CA, Herron SR, Quinn C, Schuler JT, Hansen MDH..  (2017)  Pyridine-pyrimidine amides that prevent HGF-induced epithelial scattering by two distinct mechanisms.,  27  (17): [PMID:28780159] [10.1016/j.bmcl.2017.07.063]

2. Siddiqui-Jain A, Hoj JP, Cescon DW, Hansen MD..  (2018)  Pharmacology and in vivo efficacy of pyridine-pyrimidine amides that inhibit microtubule polymerization.,  28  (5): [PMID:29433928] [10.1016/j.bmcl.2018.01.053]

3. Fox JC,Evans AT,Blomfield MP,Livingstone SK,Tenney SR,Webster JB,Perry K,Hill JT,Bikman BT,Hansen MDH.  (2019)  Resistance mechanisms and cross-resistance for a pyridine-pyrimidine amide inhibitor of microtubule polymerization.,  29  (13.0): [PMID:31047749] [10.1016/j.bmcl.2019.04.035]

Source

Source(1):

• Scientific Literature