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

ID: ALA4524557

PubChem CID: 155520164

Max Phase: Preclinical

Molecular Formula: C35H50N6O5S

Molecular Weight: 666.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@@H](OC(=O)CSc2nc(NC(=O)CN3CCN(C)CC3)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/C35H50N6O5S/c1-7-33(4)18-25(34(5)21(2)8-11-35(22(3)29(33)45)12-9-24(42)28(34)35)46-27(44)20-47-32-38-30-23(10-13-36-30)31(39-32)37-26(43)19-41-16-14-40(6)15-17-41/h7,10,13,21-22,25,28-29,45H,1,8-9,11-12,14-20H2,2-6H3,(H2,36,37,38,39,43)/t21-,22+,25-,28+,29+,33-,34+,35+/m1/s1

Standard InChI Key:  LPVYOTCPAHJHMS-FFZDHKNGSA-N

Molfile:  

 
     RDKit          2D

 48 53  0  0  0  0  0  0  0  0999 V2000
   31.3257  -25.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3298  -25.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0354  -25.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5250  -25.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9005  -26.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9005  -27.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3298  -27.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5250  -27.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9543  -27.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9543  -26.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6777  -28.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2538  -27.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0173  -27.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2154  -28.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5073  -28.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8799  -28.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5056  -28.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5439  -27.2273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2414  -26.8311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2414  -26.0263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2398  -25.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5314  -24.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9468  -24.7992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8244  -25.2118    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.1159  -24.8046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0313  -24.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6549  -26.1220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6555  -27.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7355  -27.0168    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.1172  -23.9904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4095  -23.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4141  -25.2181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7058  -24.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6998  -23.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9138  -23.7412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4341  -24.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9236  -25.0751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4101  -22.7661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7027  -22.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7033  -21.5398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9947  -22.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2873  -22.3559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2928  -21.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5894  -21.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8790  -21.5320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8765  -22.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5843  -22.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1732  -21.1202    0.0000 C   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
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 42 47  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 45 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524557

   ---

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: 666.89

Molecular Weight (Monoisotopic): 666.3563

AlogP: 4.14

#Rotatable Bonds: 8

Polar Surface Area: 140.75

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.47

CX Basic pKa: 7.19

CX LogP: 4.20

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: 0.35

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