Methyl (R)-4-(6-chloro-4((5-cyclopropyl-1H-pyrazol-3-yl)amino)quinazoline-2-carbonyl)-2-methyl piperazine-1-carboxylate

ID: ALA4793730

PubChem CID: 153529969

Max Phase: Preclinical

Molecular Formula: C22H24ClN7O3

Molecular Weight: 469.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)N1CCN(C(=O)c2nc(Nc3cc(C4CC4)[nH]n3)c3cc(Cl)ccc3n2)C[C@H]1C

Standard InChI:  InChI=1S/C22H24ClN7O3/c1-12-11-29(7-8-30(12)22(32)33-2)21(31)20-24-16-6-5-14(23)9-15(16)19(26-20)25-18-10-17(27-28-18)13-3-4-13/h5-6,9-10,12-13H,3-4,7-8,11H2,1-2H3,(H2,24,25,26,27,28)/t12-/m1/s1

Standard InChI Key:  ZEBCQLDGXKNHCF-GFCCVEGCSA-N

Molfile:  

 
     RDKit          2D

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    3.4313   -5.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1393   -6.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1375   -4.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2590   -4.9463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5499   -4.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7246   -4.5483    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.5455   -3.7258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2511   -3.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5401   -3.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9730   -6.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9762   -6.9914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791   -5.7629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3857   -6.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0897   -5.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0907   -4.9472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3816   -4.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6714   -4.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7974   -6.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8005   -4.5357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5082   -4.9442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8004   -3.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2159   -4.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
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  9 10  2  0
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  1 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 13  2  0
 19 18  1  0
 20 19  1  0
 18 20  1  0
 15 18  1  0
  8 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 25 29  1  6
 30 31  1  0
 30 32  2  0
 26 30  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4793730

   ---

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: 469.93

Molecular Weight (Monoisotopic): 469.1629

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 116.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: 2.97

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.60

Np Likeness Score: -1.49

References

1. Guo J,Wang T,Wu T,Zhang K,Yin W,Zhu M,Pang Y,Hao C,He Z,Cheng M,Liu Y,Zheng J,Gu J,Zhao D.  (2020)  Synthesis, bioconversion, pharmacokinetic and pharmacodynamic evaluation of N-isopropyl-oxy-carbonyloxymethyl prodrugs of CZh-226, a potent and selective PAK4 inhibitor.,  186  [PMID:31757524] [10.1016/j.ejmech.2019.111878]

Source

Source(1):

• Scientific Literature