((3R,4R,5R)-2-(3-aminopropyl)-4-(dimethylcarbamoyl)-5-((2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)isoxazolidin-3-yl)methyl palmitate

ID: ALA4526051

PubChem CID: 122227863

Max Phase: Preclinical

Molecular Formula: C34H59N5O9

Molecular Weight: 681.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)OC[C@H]1[C@@H](C(=O)N(C)C)[C@H]([C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)ON1CCCN

Standard InChI:  InChI=1S/C34H59N5O9/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-18-26(41)46-23-24-27(32(44)37(2)3)30(48-39(24)21-17-20-35)31-28(42)29(43)33(47-31)38-22-19-25(40)36-34(38)45/h19,22,24,27-31,33,42-43H,4-18,20-21,23,35H2,1-3H3,(H,36,40,45)/t24-,27+,28-,29+,30+,31-,33+/m0/s1

Standard InChI Key:  SKKXVFSDMHRNAZ-DAYKWFGCSA-N

Molfile:  

 
     RDKit          2D

 50 52  0  0  0  0  0  0  0  0999 V2000
   11.9534   -8.1581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2556   -7.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0518   -7.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8136   -6.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0779   -6.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3334   -6.0406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9891   -6.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7636   -5.8719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4996   -6.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1943   -5.7844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1476   -4.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3999   -4.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7154   -5.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7019   -7.6824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5566   -7.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8332   -4.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3959   -7.4001    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5390   -5.9574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7414   -6.1709    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6980   -6.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4688   -7.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0208   -5.7583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0179   -4.9333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7309   -4.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7279   -3.6933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4625   -8.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7449   -8.5196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1738   -8.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0336   -8.1015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7385   -9.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792   -7.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2693   -6.9797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5503   -7.3842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8405   -6.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5412   -8.2091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1215   -7.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4116   -6.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6926   -7.3526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9827   -6.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9919   -6.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7109   -5.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7200   -4.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4390   -4.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4482   -3.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1671   -3.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1763   -2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8953   -2.0141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -2.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3241   -2.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3959   -5.9291    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  5  6  1  0
  2  1  1  6
  4  7  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  1
  3 14  1  6
  9 15  2  0
 11 16  2  0
  4 17  1  6
  7 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21  7  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 21 26  1  6
 26 27  1  0
 26 28  2  0
 27 29  1  0
 27 30  1  0
 20 31  1  6
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
  7 50  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4526051

   ---

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: 681.87

Molecular Weight (Monoisotopic): 681.4313

AlogP: 2.22

#Rotatable Bonds: 22

Polar Surface Area: 189.65

Molecular Species: BASE

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.70

CX Basic pKa: 10.09

CX LogP: 1.96

CX LogD: 0.30

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.10

Np Likeness Score: 0.56

References

1. Patel B, Ryan P, Makwana V, Zunk M, Rudrawar S, Grant G..  (2019)  Caprazamycins: Promising lead structures acting on a novel antibacterial target MraY.,  171  [PMID:30933853] [10.1016/j.ejmech.2019.01.071]

Source

Source(1):

• Scientific Literature