platensimycin A2

ID: ALA1773136

PubChem CID: 54580073

Max Phase: Preclinical

Molecular Formula: C24H27NO8

Molecular Weight: 457.48

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Platensimycin A2 | CHEMBL1773136

Canonical SMILES:  C[C@@]12CC34C=CC(=O)[C@@](C)(CCC(=O)Nc5c(O)ccc(C(=O)O)c5O)C3[C@H](CC1[C@H]4O)O2

Standard InChI:  InChI=1S/C24H27NO8/c1-22(7-6-16(28)25-17-13(26)4-3-11(18(17)29)21(31)32)15(27)5-8-24-10-23(2)12(20(24)30)9-14(33-23)19(22)24/h3-5,8,12,14,19-20,26,29-30H,6-7,9-10H2,1-2H3,(H,25,28)(H,31,32)/t12?,14-,19?,20+,22+,23+,24?/m0/s1

Standard InChI Key:  VAAYQILRAJLVSM-GEELLUDZSA-N

Molfile:  

     RDKit          2D

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   13.1418   -4.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8578   -4.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5750   -4.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5724   -3.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8561   -3.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4256   -4.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7176   -4.3175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4249   -5.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2840   -4.7292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   16.7159   -4.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9981   -3.4878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.8543   -3.4833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1402   -5.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5675   -5.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9340   -5.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1288   -3.8089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3424   -5.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9341   -5.9653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7127   -5.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4722   -6.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9264   -6.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7242   -4.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2279   -4.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7317   -4.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5448   -5.0455    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.5256   -3.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 16 17  1  0
 17 18  1  0
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  4  5  1  0
 18 20  2  0
  9 10  1  0
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  2  3  1  0
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  6  1  1  0
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  1  2  2  0
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 27 29  1  6
  5  7  1  0
 27 30  1  0
 13 15  2  0
 25 31  1  0
 31 30  1  0
  3  4  2  0
 23 32  1  0
 30 32  1  0
 14 16  1  0
 25 33  1  6
  3  8  1  0
 32 34  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1773136

   PLATENSIMYCIN A2

Molecule Features

Natural Product: Yes

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: 457.48

Molecular Weight (Monoisotopic): 457.1737

AlogP: 2.20

#Rotatable Bonds: 5

Polar Surface Area: 153.39

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.96

CX Basic pKa: ┄

CX LogP: 2.05

CX LogD: -1.44

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: 2.54

References

1. Zhang C, Ondeyka J, Herath K, Jayasuriya H, Guan Z, Zink DL, Dietrich L, Burgess B, Ha SN, Wang J, Singh SB..  (2011)  Platensimycin and platencin congeners from Streptomyces platensis.,  74  (3): [PMID:21214253] [10.1021/np100635f]

Source

Source(1):

• Scientific Literature