ID: ALA502440

Max Phase: Preclinical

Molecular Formula: C34H22O22

Molecular Weight: 782.53

Molecule Type: Small molecule

Representations

Synonyms (2): Pumcalin | Punicalin
Synonyms from Alternative Forms(2):

Canonical SMILES:  O=C1OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2OC(=O)c2cc(O)c(O)c(O)c2-c2c(O)c(O)c3oc(=O)c4c(c(O)c(O)c5oc(=O)c2c3c54)-c2c1cc(O)c(O)c2O

Standard InChI:  InChI=1S/C34H22O22/c35-6-1-4-9(19(39)17(6)37)11-15-13-14-16(33(50)56-28(13)23(43)21(11)41)12(22(42)24(44)29(14)55-32(15)49)10-5(2-7(36)18(38)20(10)40)31(48)54-27-8(3-52-30(4)47)53-34(51)26(46)25(27)45/h1-2,8,25-27,34-46,51H,3H2/t8-,25-,26-,27-,34-/m1/s1

Standard InChI Key:  IQHIEHIKNWLKFB-ITTSEVFZSA-N

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

Properties

Molecular Weight: 782.53

Molecular Weight (Monoisotopic): 782.0603

AlogP: 0.02

#Rotatable Bonds: 0

Polar Surface Area: 385.24

Molecular Species: ACID

HBA: 22

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.32

CX Basic pKa:

CX LogP: 1.50

CX LogD: -2.62

Aromatic Rings: 6

Heavy Atoms: 56

QED Weighted: 0.04

Np Likeness Score: 1.40

References

1. Kilkuskie RE, Kashiwada Y, Nonaka G, Nishioka I, Bodner AJ, Cheng Y, Lee K.  (1992)  HIV and reverse transcriptase inhibition by tannins,  2  (12): [10.1016/S0960-894X(00)80422-9]

2. Nonaka G, Nishioka I, Nishizawa M, Yamagishi T, Kashiwada Y, Dutschman GE, Bodner AJ, Kilkuskie RE, Cheng YC, Lee KH..  (1990)  Anti-AIDS agents, 2: Inhibitory effects of tannins on HIV reverse transcriptase and HIV replication in H9 lymphocyte cells.,  53  (3): [PMID:1698933] [10.1021/np50069a008]

3. Abe I, Kashiwagi Y, Noguchi H, Tanaka T, Ikeshiro Y, Kashiwada Y..  (2001)  Ellagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase.,  64  (8): [PMID:11520216] [10.1021/np010100y]

4. Kakiuchi N, Hattori M, Namba T, Nishizawa M, Yamagishi T, Okuda T..  (1985)  Inhibitory effect of tannins on reverse transcriptase from RNA tumor virus.,  48  (4): [PMID:2413172] [10.1021/np50040a016]

5. Kashiwada Y, Nonaka G, Nishioka I, Chang JJ, Lee KH..  (1992)  Antitumor agents, 129. Tannins and related compounds as selective cytotoxic agents.,  55  (8): [PMID:1431932] [10.1021/np50086a002]

Source

Source(1):

• Scientific Literature