N-[5-methyl-4-[7-[(2-morpholinoacetyl)amino]-1H-indol-3-yl]pyrimidin-2-yl]cyclopropanecarboxamide

ID: ALA4476801

PubChem CID: 155538485

Max Phase: Preclinical

Molecular Formula: C23H26N6O3

Molecular Weight: 434.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cnc(NC(=O)C2CC2)nc1-c1c[nH]c2c(NC(=O)CN3CCOCC3)cccc12

Standard InChI:  InChI=1S/C23H26N6O3/c1-14-11-25-23(28-22(31)15-5-6-15)27-20(14)17-12-24-21-16(17)3-2-4-18(21)26-19(30)13-29-7-9-32-10-8-29/h2-4,11-12,15,24H,5-10,13H2,1H3,(H,26,30)(H,25,27,28,31)

Standard InChI Key:  ALXCGHGMHUVLDR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.2273  -20.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261  -21.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383  -22.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6521  -21.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6493  -20.8182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3646  -22.0525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0716  -21.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283  -19.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5117  -18.3262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2616  -19.1082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5154  -20.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331  -18.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5880  -19.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884  -19.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9347  -18.6641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792  -17.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8794  -17.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6246  -16.9392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696  -16.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9148  -15.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9694  -16.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0704  -20.8256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7800  -22.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1912  -22.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5987  -22.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4598  -14.9450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2647  -15.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8088  -14.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5579  -13.7307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7576  -13.5610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081  -14.1694    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
  4  7  1  0
  7  8  1  0
  9 14  1  0
 13 10  1  0
 10 11  1  0
 11  9  2  0
  6  9  1  0
  1 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
  8 23  2  0
  8 24  1  0
 25 24  1  0
 26 25  1  0
 24 26  1  0
 21 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476801

   ---

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: 434.50

Molecular Weight (Monoisotopic): 434.2066

AlogP: 2.55

#Rotatable Bonds: 6

Polar Surface Area: 112.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.01

CX Basic pKa: 5.18

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -1.71

References

1. Su Q, Banks E, Bebernitz G, Bell K, Borenstein CF, Chen H, Chuaqui CE, Deng N, Ferguson AD, Kawatkar S, Grimster NP, Ruston L, Lyne PD, Read JA, Peng X, Pei X, Fawell S, Tang Z, Throner S, Vasbinder MM, Wang H, Winter-Holt J, Woessner R, Wu A, Yang W, Zinda M, Kettle JG..  (2020)  Discovery of (2R)-N-[3-[2-[(3-Methoxy-1-methyl-pyrazol-4-yl)amino]pyrimidin-4-yl]-1H-indol-7-yl]-2-(4-methylpiperazin-1-yl)propenamide (AZD4205) as a Potent and Selective Janus Kinase 1 Inhibitor.,  63  (9): [PMID:32297743] [10.1021/acs.jmedchem.9b01392]

Source

Source(1):

• Scientific Literature