Imidazolium Pancratistatin 4-O-Phosphate

ID: ALA476917

PubChem CID: 49797536

Max Phase: Preclinical

Molecular Formula: C17H20N3O11P

Molecular Weight: 405.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Imidazolium Pancratistatin 4-O-Phosphate | CHEMBL476917|Imidazolium Pancratistatin 4-O-Phosphate

Canonical SMILES:  O=C1N[C@H]2[C@H](OP(=O)(O)O)[C@H](O)[C@@H](O)[C@H](O)[C@@H]2c2cc3c(c(O)c21)OCO3.c1c[nH]cn1

Standard InChI:  InChI=1S/C14H16NO11P.C3H4N2/c16-8-5-3-1-4-12(25-2-24-4)9(17)6(3)14(20)15-7(5)13(11(19)10(8)18)26-27(21,22)23;1-2-5-3-4-1/h1,5,7-8,10-11,13,16-19H,2H2,(H,15,20)(H2,21,22,23);1-3H,(H,4,5)/t5-,7-,8-,10+,11-,13+;/m1./s1

Standard InChI Key:  PDFSWHHVQYBRQL-FKJAIBLQSA-N

Molfile:  

     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
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    3.9121  -16.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1688  -15.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0144  -15.5222    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
  2  3  2  0
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 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
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 18 27  1  1
  8  6  1  0
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 15 16  1  0
 24 31  1  0
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  6 14  2  0
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  9 10  1  0
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 11 12  1  0
M  END

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: 405.25

Molecular Weight (Monoisotopic): 405.0461

AlogP: -2.11

#Rotatable Bonds: 2

Polar Surface Area: 195.24

Molecular Species: ACID

HBA: 9

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.24

CX Basic pKa: ┄

CX LogP: -2.04

CX LogD: -5.58

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: 2.15

References

1. Pettit GR, Melody N, Herald DL..  (2004)  Antineoplastic agents. 511. Direct phosphorylation of phenpanstatin and pancratistatin.,  67  (3): [PMID:15043403] [10.1021/np030299+]

Source

Source(1):

• Scientific Literature