6-(2-Methoxypyridin-3-yl)-N4,N4-bis(pyridin-2-ylmethyl)-pyrimidine-2,4-diamine

ID: ALA4583288

PubChem CID: 155566198

Max Phase: Preclinical

Molecular Formula: C22H21N7O

Molecular Weight: 399.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ncccc1-c1cc(N(Cc2ccccn2)Cc2ccccn2)nc(N)n1

Standard InChI:  InChI=1S/C22H21N7O/c1-30-21-18(9-6-12-26-21)19-13-20(28-22(23)27-19)29(14-16-7-2-4-10-24-16)15-17-8-3-5-11-25-17/h2-13H,14-15H2,1H3,(H2,23,27,28)

Standard InChI Key:  FHIFCTGHOCBSEB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.3493  -21.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0573  -22.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7711  -21.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7683  -20.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0556  -20.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6371  -22.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9272  -21.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2156  -22.0462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2145  -22.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9310  -23.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6397  -22.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9291  -20.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2182  -20.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4836  -22.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4849  -22.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1948  -21.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7737  -23.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9073  -22.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0643  -22.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3577  -23.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3585  -24.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0719  -24.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7797  -24.0994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9039  -22.8659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6156  -23.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3277  -22.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3238  -22.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6116  -21.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0531  -19.5834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  2  0
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  8 13  1  0
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  4 15  1  0
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 15 17  1  0
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 17 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
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 19 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 19  1  0
  6 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583288

   ---

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: 399.46

Molecular Weight (Monoisotopic): 399.1808

AlogP: 3.13

#Rotatable Bonds: 7

Polar Surface Area: 102.94

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.66

CX LogP: 3.03

CX LogD: 3.02

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.12

References

1. Camacho-Hernandez GA, Stokes C, Duggan BM, Kaczanowska K, Brandao-Araiza S, Doan L, Papke RL, Taylor P..  (2019)  Synthesis, Pharmacological Characterization, and Structure-Activity Relationships of Noncanonical Selective Agonists for α7 nAChRs.,  62  (22): [PMID:31675224] [10.1021/acs.jmedchem.9b01467]

Source

Source(1):

• Scientific Literature