4-{[1-(5-Cyanopyridin-2-yl)piperidin-4-yl]amino}-6-[(2-methyl-1,3-benzoxazol-6-yl)amino]nicotinamide

ID: ALA4523034

PubChem CID: 68241371

Max Phase: Preclinical

Molecular Formula: C25H24N8O2

Molecular Weight: 468.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2ccc(Nc3cc(NC4CCN(c5ccc(C#N)cn5)CC4)c(C(N)=O)cn3)cc2o1

Standard InChI:  InChI=1S/C25H24N8O2/c1-15-30-20-4-3-18(10-22(20)35-15)32-23-11-21(19(14-28-23)25(27)34)31-17-6-8-33(9-7-17)24-5-2-16(12-26)13-29-24/h2-5,10-11,13-14,17H,6-9H2,1H3,(H2,27,34)(H2,28,31,32)

Standard InChI Key:  IKINARUZYCOZSI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.4891   -9.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.2442  -14.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5354  -14.4447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.8827   -8.9031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   15.5889   -9.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  1  0
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 24 25  2  0
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 26 27  2  0
 27 22  1  0
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 34 30  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4523034

   4-[[1-(5-Cyanopyridin-2-yl)piperidin-4-yl]amino]-6-[(2-methyl-1,3-benzoxazol-6-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: 468.52

Molecular Weight (Monoisotopic): 468.2022

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 145.99

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.82

CX LogP: 2.38

CX LogD: 1.86

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.39

Np Likeness Score: -1.98

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