5-(6-(3,5-dimethylphenylthio)-5-ethyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-N-(12-(1-((2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-ylamino)dodecyl)pentanamide

ID: ALA4207616

PubChem CID: 493555

Max Phase: Preclinical

Molecular Formula: C40H60N6O6S

Molecular Weight: 753.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1c(Sc2cc(C)cc(C)c2)n(CCCCC(=O)NCCCCCCCCCCCCNc2ccn([C@H]3CC[C@@H](CO)O3)c(=O)n2)c(=O)[nH]c1=O

Standard InChI:  InChI=1S/C40H60N6O6S/c1-4-33-37(49)44-40(51)46(38(33)53-32-26-29(2)25-30(3)27-32)23-16-13-17-35(48)42-22-15-12-10-8-6-5-7-9-11-14-21-41-34-20-24-45(39(50)43-34)36-19-18-31(28-47)52-36/h20,24-27,31,36,47H,4-19,21-23,28H2,1-3H3,(H,42,48)(H,41,43,50)(H,44,49,51)/t31-,36+/m0/s1

Standard InChI Key:  RLKILMJAZQUIFT-SVXHESJVSA-N

Molfile:  

     RDKit          2D

 53 56  0  0  0  0  0  0  0  0999 V2000
    4.5598  -12.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3765  -12.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3185  -11.7485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6256  -11.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9829  -11.2590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5384  -11.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371  -12.1472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4131  -11.4708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0208  -12.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8040  -11.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9670  -10.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3550  -10.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5718  -10.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7502  -10.7011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8537  -12.8226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4555  -11.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1624  -10.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8709  -11.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5778  -10.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2863  -11.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9932  -10.6907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7017  -11.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4086  -10.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1171  -11.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8240  -10.6850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5326  -11.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2394  -10.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9480  -11.0893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6548  -10.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3634  -11.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6532   -9.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3650  -11.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0736  -12.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0752  -13.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7837  -13.5352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7800  -14.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4844  -14.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1937  -14.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1941  -13.5335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4851  -13.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4825  -12.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9007  -14.7615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4830  -15.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1900  -15.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0713  -14.7580    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3646  -14.3476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3690  -13.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6631  -13.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9534  -13.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9540  -14.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6604  -14.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6655  -12.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2467  -14.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
  4  5  1  0
  6  7  1  0
  3  6  1  1
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  4  8  1  1
 11 14  1  0
  9 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 35 40  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 38 42  2  0
 37 43  1  0
 43 44  1  0
 36 45  1  0
 45 46  1  0
 46 47  2  0
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  2  0
 51 46  1  0
 48 52  1  0
 50 53  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4207616

   5-[6-(3,5-dimethylphenyl)sulfanyl-5-ethyl-2,4-dioxo-pyrimidin-1-yl]-N-[12-[[1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2-oxo-pyrimidin-4-yl]amino]dodecyl]pentanamide

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: 753.02

Molecular Weight (Monoisotopic): 752.4295

AlogP: 6.39

#Rotatable Bonds: 24

Polar Surface Area: 160.34

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.23

CX Basic pKa: ┄

CX LogP: 6.57

CX LogD: 6.57

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.06

Np Likeness Score: -0.40

References

1. de Castro S, Camarasa MJ..  (2018)  Polypharmacology in HIV inhibition: can a drug with simultaneous action against two relevant targets be an alternative to combination therapy?,  150  [PMID:29529501] [10.1016/j.ejmech.2018.03.007]

Source

Source(1):

• Scientific Literature