(2,9,16-Trihydroxyphthalocyaninato)zinc(II)

ID: ALA2373169

PubChem CID: 136260500

Max Phase: Preclinical

Molecular Formula: C32H16N8O3Zn

Molecular Weight: 562.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c(c1)-c1nc-2nc2[n-]c(nc3nc(nc4[n-]c(n1)c1ccccc41)-c1ccc(O)cc1-3)c1ccc(O)cc21.[Zn+2]

Standard InChI:  InChI=1S/C32H16N8O3.Zn/c41-14-5-8-19-22(11-14)31-36-27(19)34-25-17-3-1-2-4-18(17)26(33-25)35-30-23-12-15(42)6-9-20(23)28(37-30)39-32-24-13-16(43)7-10-21(24)29(38-31)40-32;/h1-13H,(H3-2,33,34,35,36,37,38,39,40,41,42,43);/q-2;+2

Standard InChI Key:  XJMRDCOAJDALCO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 44 51  0  0  0  0  0  0  0  0999 V2000
    6.1580  -11.3437    0.0000 Zn  0  0  0  0  0 15  0  0  0  0  0  0
    2.8737   -7.4347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8910   -9.8188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2040   -8.6958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6643   -8.6440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6359   -8.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7223   -9.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820  -10.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2114   -6.9451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5475   -6.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459  -10.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1806   -9.3178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1633   -7.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3595   -9.9916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364   -7.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4225   -7.1870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4397  -10.1067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4306   -8.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5282  -11.0972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3056   -6.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859   -9.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859   -8.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2253   -9.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1158   -7.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8473   -8.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9106   -8.9377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1423  -11.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7317   -5.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893  -11.7710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0790   -5.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051   -4.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4034  -12.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5800  -12.5312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3343   -4.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5383   -7.6420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3224   -9.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3397   -7.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962   -4.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412  -13.2050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0481   -8.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0366   -9.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  7  4  1  0
  8  3  1  0
  9  2  2  0
 10  2  1  0
 11  3  2  0
 12  5  1  0
 13  5  1  0
 14  7  1  0
 15  6  1  0
 16 13  2  0
 17 12  2  0
 18  6  2  0
 19  7  2  0
 20  8  1  0
 21  9  1  0
 22 11  1  0
 23 10  1  0
 24 12  1  0
 25 13  1  0
 26 19  1  0
 27 18  1  0
 28 27  2  0
 29 26  2  0
 30 22  1  0
 31 23  1  0
 32 20  1  0
 33 21  1  0
 34 33  2  0
 35 32  2  0
 36 30  2  0
 37 31  2  0
 38 28  1  0
 39 24  1  0
 40 25  1  0
 41 34  1  0
 42 35  1  0
 43 40  2  0
 44 39  2  0
 25 24  2  0
 16  9  1  0
 17 11  1  0
 19 18  1  0
 14  8  2  0
 15 10  2  0
 22 20  2  0
 23 21  2  0
 44 43  1  0
 28 29  1  0
 35 36  1  0
 34 37  1  0
M  CHG  3   1   2   4  -1   5  -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: 562.55

Molecular Weight (Monoisotopic): 562.1502

AlogP: 5.99

#Rotatable Bonds: ┄

Polar Surface Area: 169.61

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.82

CX Basic pKa: 0.12

CX LogP: 5.58

CX LogD: 5.56

Aromatic Rings: 7

Heavy Atoms: 43

QED Weighted: 0.15

Np Likeness Score: 0.08

References

1. Hu M, Brasseur N, Yildiz SZ, van Lier JE, Leznoff CC..  (1998)  Hydroxyphthalocyanines as potential photodynamic agents for cancer therapy.,  41  (11): [PMID:9599230] [10.1021/jm970336s]

Source

Source(1):

• Scientific Literature