Isopropyl 4-(6-(4-(3-Methylureido)phenyl)-4-morpholino-1Hpyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

ID: ALA1095932

PubChem CID: 44605249

Max Phase: Preclinical

Molecular Formula: C26H34N8O4

Molecular Weight: 522.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)Nc1ccc(-c2nc(N3CCOCC3)c3cnn(C4CCN(C(=O)OC(C)C)CC4)c3n2)cc1

Standard InChI:  InChI=1S/C26H34N8O4/c1-17(2)38-26(36)33-10-8-20(9-11-33)34-24-21(16-28-34)23(32-12-14-37-15-13-32)30-22(31-24)18-4-6-19(7-5-18)29-25(35)27-3/h4-7,16-17,20H,8-15H2,1-3H3,(H2,27,29,35)

Standard InChI Key:  LGSOBLATILGMLK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.3037  -17.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1593  -16.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5972  -19.3235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 32 33  1  0
  1  2  2  0
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  5  4  2  0
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  7  8  1  0
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  8  9  2  0
 36 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1095932

   Isopropyl 4-(6-(4-(3-Methylureido)phenyl)-4-morpholino-1Hpyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate

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: 522.61

Molecular Weight (Monoisotopic): 522.2703

AlogP: 3.26

#Rotatable Bonds: 5

Polar Surface Area: 126.74

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.05

CX Basic pKa: 4.01

CX LogP: 2.74

CX LogD: 2.74

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.52

Np Likeness Score: -1.91

References

1. Verheijen JC, Richard DJ, Curran K, Kaplan J, Lefever M, Nowak P, Malwitz DJ, Brooijmans N, Toral-Barza L, Zhang WG, Lucas J, Hollander I, Ayral-Kaloustian S, Mansour TS, Yu K, Zask A..  (2009)  Discovery of 4-morpholino-6-aryl-1H-pyrazolo[3,4-d]pyrimidines as highly potent and selective ATP-competitive inhibitors of the mammalian target of rapamycin (mTOR): optimization of the 6-aryl substituent.,  52  (24): [PMID:19894727] [10.1021/jm9013828]

Source

Source(1):

• Scientific Literature