((2S,3R,4S,5S)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl ((R)-3-hydroxy-2,2-dimethyl-4-oxo-4-((3-oxo-3-(propylamino)propyl)amino)butyl) malonate

ID: ALA4756152

PubChem CID: 162655344

Max Phase: Preclinical

Molecular Formula: C25H37N7O10

Molecular Weight: 595.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COC(=O)CC(=O)OC[C@@H]1O[C@H](n2cnc3c(N)ncnc32)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C25H37N7O10/c1-4-6-27-14(33)5-7-28-23(39)20(38)25(2,3)10-41-16(35)8-15(34)40-9-13-18(36)19(37)24(42-13)32-12-31-17-21(26)29-11-30-22(17)32/h11-13,18-20,24,36-38H,4-10H2,1-3H3,(H,27,33)(H,28,39)(H2,26,29,30)/t13-,18-,19-,20-,24-/m0/s1

Standard InChI Key:  MQJQITXYXNAMRC-MTKRSLOGSA-N

Molfile:  

 
     RDKit          2D

 42 44  0  0  0  0  0  0  0  0999 V2000
   10.2108   -8.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2149   -9.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9205   -9.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -3.6278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6636   -4.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3717   -4.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0785   -3.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0788   -4.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8617   -4.7015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3454   -4.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8613   -3.3697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3674   -2.4017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8536   -5.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846   -5.9941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4292   -6.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2458   -6.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5057   -6.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7196   -7.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099   -5.7339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9423   -7.4295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5334   -7.4455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9434   -8.1524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7606   -8.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5362   -8.8609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1706   -8.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9878   -8.8561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7634   -9.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3978   -9.5630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6250  -10.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4422  -10.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8522  -10.9735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8493   -9.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2172  -10.9764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6693  -10.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0765  -10.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8937  -10.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3009   -9.5532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3037  -10.9687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8909   -8.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2981   -8.1378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8881   -7.4309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  7 13  1  0
 14 10  1  1
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 17 19  1  1
 15 20  1  6
 16 21  1  6
 19 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29  2  1  0
  2 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 30 34  1  6
 32 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 37 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756152

   ---

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: 595.61

Molecular Weight (Monoisotopic): 595.2602

AlogP: -2.08

#Rotatable Bonds: 14

Polar Surface Area: 250.34

Molecular Species: NEUTRAL

HBA: 15

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.12

CX Basic pKa: 4.92

CX LogP: -2.15

CX LogD: -2.15

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.10

Np Likeness Score: 0.40

References

1. Bellany F,Tsuchiya Y,Tran TM,Chan AWE,Allan H,Gout I,Tabor AB.  (2020)  Design and synthesis of Coenzyme A analogues as Aurora kinase A inhibitors: An exploration of the roles of the pyrophosphate and pantetheine moieties.,  28  (22): [PMID:33007553] [10.1016/j.bmc.2020.115740]

Source

Source(1):

• Scientific Literature