Ustilagomaydisin C

ID: ALA4214374

PubChem CID: 101893011

Max Phase: Preclinical

Molecular Formula: C14H21N5O

Molecular Weight: 275.36

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H21N5O/c1-3-4-5-6-11(7-10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-9,11H,3-7H2,1-2H3,(H2,15,16,17)

Standard InChI Key:  KPOXBGDXOOQXJK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   16.3781  -16.2205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1324  -17.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6861  -17.6039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1731  -16.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7285  -16.6389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4844  -17.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1521  -17.8940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8089  -17.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5470  -16.6297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4146  -15.2600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1614  -18.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4584  -19.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8737  -19.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5768  -18.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2891  -19.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5675  -17.8779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7461  -18.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0431  -19.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3308  -18.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6278  -19.1599    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
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214374

   4-(6-Aminopurin-9-yl)nonan-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: 275.36

Molecular Weight (Monoisotopic): 275.1746

AlogP: 2.51

#Rotatable Bonds: 7

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: 2.01

CX LogD: 2.01

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: -0.02

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