1,3,4,6,8,13-Hexahydroxy-10,11-dimethyl-phenanthro[1,10,9,8-opqra]perylene-7,14-dione

ID: ALA286494

Chembl Id: CHEMBL286494

Max Phase: Phase

Molecular Formula: C30H16O8

Molecular Weight: 504.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Hipericin | Hypericin | Hypericum red | NSC-407313 | SGX-301 | SGX301

Synonyms from Alternative Forms(1): Hypericin sodium

Canonical SMILES:  Cc1cc(O)c2c(=O)c3c(O)cc(O)c4c5c(O)cc(O)c6c(=O)c7c(O)cc(C)c8c1c2c(c34)c(c78)c65

Standard InChI:  InChI=1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3

Standard InChI Key:  BTXNYTINYBABQR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA286494

   HYPERICIN

2. Alternative Forms:

   

   ALA286494

   HYPERICIN SODIUM

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 504.45

Molecular Weight (Monoisotopic): 504.0845

AlogP: 5.08

#Rotatable Bonds: ┄

Polar Surface Area: 155.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.65

CX Basic pKa: 3.37

CX LogP: 7.70

CX LogD: 6.41

Aromatic Rings: 8

Heavy Atoms: 38

QED Weighted: 0.12

Np Likeness Score: 0.61

References

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Source

Source(7):

• Scientific Literature
• PubChem BioAssays
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names
• SARS-CoV-2 Screening Data 2020-21
• Fraunhofer HDAC6
• International Nonproprietary Names