(2,9,16,23-Tetrahydroxyphthalocyaninato)zinc(II)

ID: ALA2373174

PubChem CID: 136244540

Max Phase: Preclinical

Molecular Formula: C32H16N8O4Zn

Molecular Weight: 578.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc2c(c1)-c1nc-2nc2[n-]c(nc3nc(nc4[n-]c(n1)c1ccc(O)cc41)-c1ccc(O)cc1-3)c1ccc(O)cc21.[Zn+2]

Standard InChI:  InChI=1S/C32H16N8O4.Zn/c41-13-1-5-17-21(9-13)29-33-25(17)37-30-22-10-14(42)2-6-18(22)27(34-30)39-32-24-12-16(44)4-8-20(24)28(36-32)40-31-23-11-15(43)3-7-19(23)26(35-31)38-29;/h1-12H,(H4-2,33,34,35,36,37,38,39,40,41,42,43,44);/q-2;+2

Standard InChI Key:  HPZAEANKDHUJGH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 45 52  0  0  0  0  0  0  0  0999 V2000
   -0.1768  -11.4911    0.0000 Zn  0  0  0  0  0 15  0  0  0  0  0  0
    4.1883   -7.7256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2171  -10.0992    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5191   -8.9873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9785   -8.9239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9627   -8.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0491   -9.6153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8969  -10.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5316   -7.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8624   -7.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5661  -10.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -9.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4888   -8.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6747  -10.2835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6574   -7.5240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7365   -7.4721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653  -10.3930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7577   -8.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7110   -9.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6204   -6.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8427  -11.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6996   -8.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5413   -9.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4376   -8.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1749   -8.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2326   -9.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4624  -12.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0525   -5.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9851   -8.1116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4048   -5.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1043  -12.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0024   -9.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8254   -5.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2823   -9.3675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7241  -12.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2651   -8.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6550   -5.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8945  -12.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8663   -7.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4221   -4.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1677  -13.4867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4321   -9.7881    0.0000 O   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 12  1  0
 23 10  1  0
 24 11  1  0
 25 13  1  0
 26 19  1  0
 27 18  1  0
 28 27  2  0
 29 26  2  0
 30 24  1  0
 31 23  1  0
 32 25  1  0
 33 21  1  0
 34 20  1  0
 35 22  1  0
 36 33  2  0
 37 35  2  0
 38 34  2  0
 39 32  2  0
 40 31  2  0
 41 30  2  0
 42 28  1  0
 43 36  1  0
 44 38  1  0
 45 37  1  0
 25 22  2  0
 16  9  1  0
 17 11  1  0
 19 18  1  0
 14  8  2  0
 15 10  2  0
 24 20  2  0
 23 21  2  0
 37 39  1  0
 28 29  1  0
 38 41  1  0
 36 40  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: 578.55

Molecular Weight (Monoisotopic): 578.1451

AlogP: 5.69

#Rotatable Bonds: ┄

Polar Surface Area: 189.84

Molecular Species: NEUTRAL

HBA: 10

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 8.70

CX Basic pKa: 0.41

CX LogP: 5.27

CX LogD: 5.25

Aromatic Rings: 7

Heavy Atoms: 44

QED Weighted: 0.13

Np Likeness Score: 0.10

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