N-(3-(((6-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)amino)methyl)phenyl)acrylamide

ID: ALA4539137

PubChem CID: 118475658

Max Phase: Preclinical

Molecular Formula: C18H19N7O

Molecular Weight: 349.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(CNc2cc(Nc3cnn(C)c3)ncn2)c1

Standard InChI:  InChI=1S/C18H19N7O/c1-3-18(26)24-14-6-4-5-13(7-14)9-19-16-8-17(21-12-20-16)23-15-10-22-25(2)11-15/h3-8,10-12H,1,9H2,2H3,(H,24,26)(H2,19,20,21,23)

Standard InChI Key:  XCVKUFRGOLOTPF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    3.4201  -22.3737    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4189  -23.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1270  -23.6022    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366  -23.1927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8338  -22.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1252  -21.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1227  -21.1476    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5450  -23.6002    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292  -20.7369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8268  -19.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5351  -19.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5330  -18.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8236  -18.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1147  -18.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203  -19.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2397  -18.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9484  -18.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6551  -18.2832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9505  -19.5107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3638  -18.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2520  -23.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9973  -23.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5431  -22.9083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1334  -22.2012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3344  -22.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4646  -21.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  4  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539137

   N-[3-[[[6-[(1-methylpyrazol-4-yl)amino]pyrimidin-4-yl]amino]methyl]phenyl]prop-2-enamide

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: 349.40

Molecular Weight (Monoisotopic): 349.1651

AlogP: 2.69

#Rotatable Bonds: 7

Polar Surface Area: 96.76

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: 5.99

CX LogP: 2.30

CX LogD: 2.28

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -1.69

References

1. Yu RN, Chen CJ, Shu L, Yin Y, Wang ZJ, Zhang TT, Zhang DY..  (2019)  Structure-based design and synthesis of pyrimidine-4,6-diamine derivatives as Janus kinase 3 inhibitors.,  27  (8): [PMID:30853331] [10.1016/j.bmc.2019.03.009]

Source

Source(1):

• Scientific Literature