2-(Benzo[d][1,3]dioxol-5-yl)-N-(quinolin-3-ylmethyl)pyrimidin-4-amine

ID: ALA2392239

PubChem CID: 46172965

Max Phase: Preclinical

Molecular Formula: C21H16N4O2

Molecular Weight: 356.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2ncc(CNc3ccnc(-c4ccc5c(c4)OCO5)n3)cc2c1

Standard InChI:  InChI=1S/C21H16N4O2/c1-2-4-17-15(3-1)9-14(11-23-17)12-24-20-7-8-22-21(25-20)16-5-6-18-19(10-16)27-13-26-18/h1-11H,12-13H2,(H,22,24,25)

Standard InChI Key:  NRDOHGOYRQETBJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.5959   -2.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3040   -3.3622    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0136   -2.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0108   -2.1301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3022   -1.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7185   -3.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7184   -4.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4259   -4.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4220   -2.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1301   -3.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1371   -4.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9177   -4.4189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3932   -3.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9064   -3.0945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2998   -0.9077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   20.4235   -2.1244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4173   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1259   -0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1288   -1.7151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8418   -2.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5523   -1.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5454   -0.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8319   -0.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  7  1  0
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  6 16  1  0
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 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2392239

   2-(1,3-benzodioxol-5-yl)-N-(quinolin-3-ylmethyl)pyrimidin-4-amine

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: 356.39

Molecular Weight (Monoisotopic): 356.1273

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 69.16

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.58

CX LogP: 4.15

CX LogD: 4.14

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: -1.16

References

1. Coombs TC, Tanega C, Shen M, Wang JL, Auld DS, Gerritz SW, Schoenen FJ, Thomas CJ, Aubé J..  (2013)  Small-molecule pyrimidine inhibitors of the cdc2-like (Clk) and dual specificity tyrosine phosphorylation-regulated (Dyrk) kinases: development of chemical probe ML315.,  23  (12): [PMID:23642479] [10.1016/j.bmcl.2013.02.096]

Source

Source(1):

• Scientific Literature