platensimycin A3 methyl ester

ID: ALA1773137

PubChem CID: 54586929

Max Phase: Preclinical

Molecular Formula: C25H29NO8

Molecular Weight: 471.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Platensimycin A3 Methyl Ester | CHEMBL1773137

Canonical SMILES:  COC(=O)c1ccc(O)c(NC(=O)CC[C@]2(C)C(=O)C=CC34CC5(C)OC(C[C@]5(O)C3)C42)c1O

Standard InChI:  InChI=1S/C25H29NO8/c1-22(8-7-17(29)26-18-14(27)5-4-13(19(18)30)21(31)33-3)16(28)6-9-24-11-23(2)25(32,12-24)10-15(34-23)20(22)24/h4-6,9,15,20,27,30,32H,7-8,10-12H2,1-3H3,(H,26,29)/t15?,20?,22-,23?,24?,25+/m1/s1

Standard InChI Key:  SNYJGFQPMREKTL-FSTWCARRSA-N

Molfile:  

     RDKit          2D

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   22.4924   -5.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2083   -5.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.2847   -6.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.8228   -6.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2770   -7.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0747   -5.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.0823   -5.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0717   -4.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8725   -4.4692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
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  3  4  2  0
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 14 16  1  0
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  3  8  1  0
 30 34  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1773137

   PLATENSIMYCIN A3 METHYL ESTER

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: 471.51

Molecular Weight (Monoisotopic): 471.1893

AlogP: 2.44

#Rotatable Bonds: 5

Polar Surface Area: 142.39

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.32

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.38

Np Likeness Score: 2.28

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