14-O-(((4-amino-1H-pyrrolo[2,3-d]pyrimidin-6-yl)thio)acetyl)mutilin

ID: ALA4546981

PubChem CID: 155552302

Max Phase: Preclinical

Molecular Formula: C28H38N4O4S

Molecular Weight: 526.70

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@@H](OC(=O)CSc2nc(N)c3cc[nH]c3n2)[C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@H]32)[C@@H](C)[C@@H]1O

Standard InChI:  InChI=1S/C28H38N4O4S/c1-6-26(4)13-19(36-20(34)14-37-25-31-23(29)17-9-12-30-24(17)32-25)27(5)15(2)7-10-28(16(3)22(26)35)11-8-18(33)21(27)28/h6,9,12,15-16,19,21-22,35H,1,7-8,10-11,13-14H2,2-5H3,(H3,29,30,31,32)/t15-,16+,19-,21+,22+,26-,27+,28+/m1/s1

Standard InChI Key:  UPLWHPJVMATMGH-JOGWJQRPSA-N

Molfile:  

 
     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
    8.5888   -3.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5929   -4.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2985   -4.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7881   -4.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1636   -5.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1636   -5.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5929   -6.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7881   -6.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2174   -5.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2174   -5.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9408   -7.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5169   -6.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804   -6.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4785   -7.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7704   -7.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1430   -7.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7687   -7.5858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070   -5.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5045   -5.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5045   -4.7298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5029   -3.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7945   -3.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2099   -3.5027    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -3.9153    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3790   -3.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2944   -3.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9180   -4.8255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9186   -6.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9986   -5.7203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803   -2.6939    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6726   -2.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771   -3.9216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9689   -3.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9629   -2.6937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1769   -2.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6972   -3.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867   -3.7786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732   -1.4696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  4  2  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  4  1  0
  7 11  1  1
  9 12  1  0
 12 13  1  0
 13 11  1  0
  8 14  1  0
  7 15  1  0
 14 16  1  0
 15 16  1  0
 14 17  2  0
 12 18  1  1
  9 19  1  6
 10 20  1  6
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
  1 26  2  0
  5 27  1  1
  6 28  1  6
  8 29  1  6
 25 30  2  0
 30 31  1  0
 31 34  2  0
 33 32  2  0
 32 25  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 33  1  0
 31 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546981

   ---

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: 526.70

Molecular Weight (Monoisotopic): 526.2614

AlogP: 4.54

#Rotatable Bonds: 5

Polar Surface Area: 131.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.41

CX Basic pKa: 6.94

CX LogP: 4.39

CX LogD: 4.26

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.22

Np Likeness Score: 1.23

References

1. Deng Y, Wang XZ, Huang SH, Li CH..  (2019)  Antibacterial activity evaluation of synthetic novel pleuromutilin derivatives in vitro and in experimental infection mice.,  162  [PMID:30445267] [10.1016/j.ejmech.2018.11.006]

Source

Source(1):

• Scientific Literature