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

ID: ALA4791673

PubChem CID: 162670428

Max Phase: Preclinical

Molecular Formula: C27H32ClN7O5

Molecular Weight: 570.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CN(C(=O)c2nc(Nc3cc(C4CC4)[nH]n3)c3cc(Cl)ccc3n2)CCN1C(=O)OCOC(=O)C(C)(C)C

Standard InChI:  InChI=1S/C27H32ClN7O5/c1-15-13-34(9-10-35(15)26(38)40-14-39-25(37)27(2,3)4)24(36)23-29-19-8-7-17(28)11-18(19)22(31-23)30-21-12-20(32-33-21)16-5-6-16/h7-8,11-12,15-16H,5-6,9-10,13-14H2,1-4H3,(H2,29,30,31,32,33)/t15-/m1/s1

Standard InChI Key:  SQUBKROAZHFIRK-OAHLLOKOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4791673

   ---

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: 570.05

Molecular Weight (Monoisotopic): 569.2153

AlogP: 4.46

#Rotatable Bonds: 6

Polar Surface Area: 142.64

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.18

CX Basic pKa: 2.97

CX LogP: 5.27

CX LogD: 5.27

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: -1.16

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