Ustilagomaydisin B

ID: ALA4212985

PubChem CID: 101893010

Max Phase: Preclinical

Molecular Formula: C13H19N5O

Molecular Weight: 261.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC(CC(C)=O)n1cnc2c(N)ncnc21

Standard InChI:  InChI=1S/C13H19N5O/c1-3-4-5-10(6-9(2)19)18-8-17-11-12(14)15-7-16-13(11)18/h7-8,10H,3-6H2,1-2H3,(H2,14,15,16)

Standard InChI Key:  KNAPQFJXDMCLOD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   16.1923   -9.0143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9467   -9.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5004  -10.3978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9873   -8.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5427   -9.4328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2987  -10.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9664  -10.6878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6232  -10.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3613   -9.4235    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2289   -8.0539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9757  -11.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2727  -11.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6880  -11.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3910  -11.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1033  -11.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3817  -10.6717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5604  -11.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8574  -11.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1451  -11.5372    0.0000 C   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
  7  8  1  0
  8  9  2  0
  9  5  1  0
  4 10  1  0
  7 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4212985

   4-(6-Aminopurin-9-yl)octan-2-one

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: 261.33

Molecular Weight (Monoisotopic): 261.1590

AlogP: 2.12

#Rotatable Bonds: 6

Polar Surface Area: 86.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.14

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -0.12

References

1. Joshi P, Vishwakarma RA, Bharate SB..  (2017)  Natural alkaloids as P-gp inhibitors for multidrug resistance reversal in cancer.,  138  [PMID:28675836] [10.1016/j.ejmech.2017.06.047]

2. He ZX, Zhao TQ, Gong YP, Zhang X, Ma LY, Liu HM..  (2020)  Pyrimidine: A promising scaffold for optimization to develop the inhibitors of ABC transporters.,  200  [PMID:32497962] [10.1016/j.ejmech.2020.112458]

Source

Source(1):

• Scientific Literature