5-((4-amino-3-(2-aminobenzo[d]oxazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-N-hydroxythiophene-2-carboxamide

ID: ALA4877954

PubChem CID: 164628730

Max Phase: Preclinical

Molecular Formula: C18H14N8O3S

Molecular Weight: 422.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc2cc(-c3nn(Cc4ccc(C(=O)NO)s4)c4ncnc(N)c34)ccc2o1

Standard InChI:  InChI=1S/C18H14N8O3S/c19-15-13-14(8-1-3-11-10(5-8)23-18(20)29-11)24-26(16(13)22-7-21-15)6-9-2-4-12(30-9)17(27)25-28/h1-5,7,28H,6H2,(H2,20,23)(H,25,27)(H2,19,21,22)

Standard InChI Key:  RJVQHAQNRWHJSX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.1610  -29.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1599  -30.2095    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8679  -30.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8661  -28.9811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5748  -29.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5796  -30.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3596  -30.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8369  -29.7883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3518  -29.1289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8690  -31.4356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5998  -28.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3981  -28.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6153  -31.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0703  -31.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3268  -32.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4126  -31.3878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6720  -32.1606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1307  -32.7753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5481  -33.4801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3474  -33.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4239  -32.4854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9608  -33.8410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0110  -28.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7163  -28.3035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5417  -27.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7285  -27.4246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0848  -26.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8852  -27.0598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4284  -26.4492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8277  -26.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
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  9  5  1  0
  3 10  1  0
  9 11  1  0
 11 12  1  0
 13 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 13  1  0
  7 13  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 20 22  1  0
 12 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 12  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877954

   ---

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: 422.43

Molecular Weight (Monoisotopic): 422.0910

AlogP: 2.03

#Rotatable Bonds: 4

Polar Surface Area: 171.00

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.48

CX Basic pKa: 3.65

CX LogP: 1.48

CX LogD: 1.45

Aromatic Rings: 5

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: -1.34

References

1. Zhang M, Wei W, Peng C, Ma X, He X, Zhang H, Zhou M..  (2021)  Discovery of novel pyrazolopyrimidine derivatives as potent mTOR/HDAC bi-functional inhibitors via pharmacophore-merging strategy.,  49  [PMID:34314844] [10.1016/j.bmcl.2021.128286]

Source

Source(1):

• Scientific Literature