1-(4-amino-6-(cyclohexylmethoxy)-2-(4-(N-(2-hydroxyethyl)sulfamoyl)phenylamino)pyrimidin-5-yl)-2-cyanodiazene oxide

ID: ALA2425904

Chembl Id: CHEMBL2425904

PubChem CID: 72708421

Max Phase: Preclinical

Molecular Formula: C20H26N8O5S

Molecular Weight: 490.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C/N=[N+](\[O-])c1c(N)nc(Nc2ccc(S(=O)(=O)NCCO)cc2)nc1OCC1CCCCC1

Standard InChI:  InChI=1S/C20H26N8O5S/c21-13-23-28(30)17-18(22)26-20(27-19(17)33-12-14-4-2-1-3-5-14)25-15-6-8-16(9-7-15)34(31,32)24-10-11-29/h6-9,14,24,29H,1-5,10-12H2,(H3,22,25,26,27)/b28-23-

Standard InChI Key:  LWXURRMEKPTBNZ-NFFVHWSESA-N

Alternative Forms

1. Parent:

   

   ALA2425904

   [4-Amino-6-(cyclohexylmethoxy)-2-[4-(2-hydroxyethylsulfamoyl)anilino]pyrimidin-5-yl]-cyanoimino-oxidoazanium

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: 490.55

Molecular Weight (Monoisotopic): 490.1747

AlogP: 2.11

#Rotatable Bonds: 10

Polar Surface Area: 201.68

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.57

CX Basic pKa: 0.75

CX LogP: 0.28

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.17

Np Likeness Score: -1.09

References

1. Boschi D, Tosco P, Chandra N, Chaurasia S, Fruttero R, Griffin R, Wang LZ, Gasco A..  (2013)  6-Cyclohexylmethoxy-5-(cyano-NNO-azoxy)pyrimidine-4-amine: a new scaffold endowed with potent CDK2 inhibitory activity.,  68  [PMID:23994326] [10.1016/j.ejmech.2013.07.031]

Source

Source(1):

• Scientific Literature