Zinc Pancratistatin 4-O-Phosphate

ID: ALA470765

PubChem CID: 11431302

Max Phase: Preclinical

Molecular Formula: C14H14NO11PZn

Molecular Weight: 405.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Zinc Pancratistatin 4-O-Phosphate | CHEMBL470765|Zinc 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.[Zn+2]

Standard InChI:  InChI=1S/C14H16NO11P.Zn/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;/h1,5,7-8,10-11,13,16-19H,2H2,(H,15,20)(H2,21,22,23);/q;+2/p-2/t5-,7-,8-,10+,11-,13+;/m1./s1

Standard InChI Key:  MMMVHPIETGMCMB-FKJAIBLQSA-L

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.2705  -23.7887    0.0000 Zn  0  0  0  0  0 15  0  0  0  0  0  0
   -3.2207  -26.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225  -24.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9354  -25.6283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388  -24.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7237  -24.5525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2054  -25.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7183  -25.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5072  -24.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5084  -25.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955  -26.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0770  -25.6278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7932  -24.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0800  -24.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3643  -24.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3557  -23.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0689  -23.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908  -23.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3626  -23.1627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3463  -24.8142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5025  -23.1399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616  -22.3246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0874  -23.9762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7979  -26.8635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2190  -26.8660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5122  -23.9678    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0644  -24.4083    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.6456  -23.8178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5662  -25.0631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5587  -23.7566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  3  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8  4  1  0
 16 19  1  1
  9 10  1  0
 15 20  1  1
  3  5  1  0
 18 21  1  1
  4  5  2  0
 17 22  1  6
 14 23  1  1
  4  2  1  0
 11 24  2  0
  9 13  1  0
  2 25  1  0
 10 11  1  0
 13 26  1  6
 11 12  1  0
 20 27  1  0
 12 14  1  0
 27 28  1  0
 13 14  1  0
 27 29  1  0
  2 10  2  0
 27 30  2  0
M  CHG  3   1   2  28  -1  29  -1
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