4-{[1-(4-Cyanophenyl)piperidin-4-yl]amino}-6-[(2-methylpyrimidin-4-yl)amino]nicotinamide

ID: ALA4463436

Chembl Id: CHEMBL4463436

Cas Number: 1227481-70-0

PubChem CID: 46209051

Max Phase: Preclinical

Molecular Formula: C23H24N8O

Molecular Weight: 428.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nccc(Nc2cc(NC3CCN(c4ccc(C#N)cc4)CC3)c(C(N)=O)cn2)n1

Standard InChI:  InChI=1S/C23H24N8O/c1-15-26-9-6-21(28-15)30-22-12-20(19(14-27-22)23(25)32)29-17-7-10-31(11-8-17)18-4-2-16(13-24)3-5-18/h2-6,9,12,14,17H,7-8,10-11H2,1H3,(H2,25,32)(H2,26,27,28,29,30)

Standard InChI Key:  DIAXGSXBDZNLPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4463436

   4-[[1-(4-Cyanophenyl)piperidin-4-yl]amino]-6-[(2-methylpyrimidin-4-yl)amino]pyridine-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 428.50

Molecular Weight (Monoisotopic): 428.2073

AlogP: 2.98

#Rotatable Bonds: 6

Polar Surface Area: 132.85

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.38

CX Basic pKa: 6.58

CX LogP: 2.74

CX LogD: 2.68

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -1.67

References

1. Nakajima Y, Aoyama N, Takahashi F, Sasaki H, Hatanaka K, Moritomo A, Inami M, Ito M, Nakamura K, Nakamori F, Inoue T, Shirakami S..  (2016)  Design, synthesis, and evaluation of 4,6-diaminonicotinamide derivatives as novel and potent immunomodulators targeting JAK3.,  24  (19): [PMID:27544589] [10.1016/j.bmc.2016.08.007]

Source

Source(1):

• Scientific Literature