trans-4-{[4-(4-Amino-3-nitro-phenyl)-6-phenyl-pyrimidin-2-ylamino]-methyl}-cyclohexanecarboxylic acid

ID: ALA3361178

Chembl Id: CHEMBL3361178

PubChem CID: 118724769

Max Phase: Preclinical

Molecular Formula: C24H25N5O4

Molecular Weight: 447.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(-c2cc(-c3ccccc3)nc(NC[C@H]3CC[C@H](C(=O)O)CC3)n2)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C24H25N5O4/c25-19-11-10-18(12-22(19)29(32)33)21-13-20(16-4-2-1-3-5-16)27-24(28-21)26-14-15-6-8-17(9-7-15)23(30)31/h1-5,10-13,15,17H,6-9,14,25H2,(H,30,31)(H,26,27,28)/t15-,17-

Standard InChI Key:  RFOKLKNGIPKNDF-JCNLHEQBSA-N

Alternative Forms

1. Parent:

   

   ALA3361178

   ---

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: 447.50

Molecular Weight (Monoisotopic): 447.1907

AlogP: 4.60

#Rotatable Bonds: 7

Polar Surface Area: 144.27

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.48

CX Basic pKa: 3.63

CX LogP: 4.98

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.97

References

1. Cervi G, Magnaghi P, Asa D, Avanzi N, Badari A, Borghi D, Caruso M, Cirla A, Cozzi L, Felder E, Galvani A, Gasparri F, Lomolino A, Magnuson S, Malgesini B, Motto I, Pasi M, Rizzi S, Salom B, Sorrentino G, Troiani S, Valsasina B, O'Brien T, Isacchi A, Donati D, D'Alessio R..  (2014)  Discovery of 2-(cyclohexylmethylamino)pyrimidines as a new class of reversible valosine containing protein inhibitors.,  57  (24): [PMID:25474526] [10.1021/jm501313x]

Source

Source(1):

• Scientific Literature