NA

ID: ALA4070676

PubChem CID: 137639713

Max Phase: Preclinical

Molecular Formula: C24H28N2O7

Molecular Weight: 456.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12C[C@@]34C=CC(=O)[C@@](C)(CCNC(=O)Nc5c(O)ccc(C(=O)O)c5O)[C@@H]3[C@H](C[C@@H]1C4)O2

Standard InChI:  InChI=1S/C24H28N2O7/c1-22(7-8-25-21(32)26-17-14(27)4-3-13(18(17)29)20(30)31)16(28)5-6-24-10-12-9-15(19(22)24)33-23(12,2)11-24/h3-6,12,15,19,27,29H,7-11H2,1-2H3,(H,30,31)(H2,25,26,32)/t12-,15+,19+,22-,23+,24+/m1/s1

Standard InChI Key:  LRKHAPWRPPSILY-BCXVYZDJSA-N

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
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   10.3477   -8.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0928   -8.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8151   -8.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8363   -7.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5620   -8.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3014  -10.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4880  -10.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7218  -10.2122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3928   -9.5139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2004   -8.3102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8873   -9.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4780   -8.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7763   -8.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0548   -8.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0385   -9.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484   -9.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4657   -9.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7959   -7.4575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1714   -9.9503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7329  -10.7516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126  -11.1522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4420  -11.1737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9922  -10.6129    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  1
  4  6  1  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
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  4 14  1  0
 14  9  1  0
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 16 15  1  0
 16 17  1  1
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 18 16  1  0
  9 18  1  1
 11 19  1  0
  6 20  2  0
  1 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 25 30  1  0
 29 31  1  0
 28 32  1  0
 32 33  2  0
 32 34  1  0
 14 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4070676

   ---

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: 456.50

Molecular Weight (Monoisotopic): 456.1897

AlogP: 3.03

#Rotatable Bonds: 5

Polar Surface Area: 145.19

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.95

CX Basic pKa: ┄

CX LogP: 2.86

CX LogD: -0.63

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: 2.29

References

1. Dong LB, Rudolf JD, Lin L, Ruiz C, Cameron MD, Shen B..  (2017)  In vivo instability of platensimycin and platencin: Synthesis and biological evaluation of urea- and carbamate-platensimycin.,  25  (6): [PMID:28237556] [10.1016/j.bmc.2017.02.028]

Source

Source(1):

• Scientific Literature