4,7-bisphenyl-5,6-benzo[d]thiazoldiol 5-O-beta-glucuronide

ID: ALA3120852

PubChem CID: 76310781

Max Phase: Preclinical

Molecular Formula: C25H21NO8S

Molecular Weight: 495.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1O[C@@H](Oc2c(O)c(-c3ccccc3)c3scnc3c2-c2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C25H21NO8S/c27-17-15(13-9-5-2-6-10-13)23-16(26-11-35-23)14(12-7-3-1-4-8-12)21(17)33-25-20(30)18(28)19(29)22(34-25)24(31)32/h1-11,18-20,22,25,27-30H,(H,31,32)/t18-,19-,20+,22-,25+/m0/s1

Standard InChI Key:  XQEMVDKXSBBLLC-QDSRYJPQSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3120852

   Echoside D

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

Calculated Properties

Molecular Weight: 495.51

Molecular Weight (Monoisotopic): 495.0988

AlogP: 2.61

#Rotatable Bonds: 5

Polar Surface Area: 149.57

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.89

CX Basic pKa: 2.66

CX LogP: 2.69

CX LogD: -0.38

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.28

Np Likeness Score: 0.90

References

1. Deng J, Lu C, Li S, Hao H, Li Z, Zhu J, Li Y, Shen Y..  (2014)  p-Terphenyl O-β-glucuronides, DNA topoisomerase inhibitors from Streptomyces sp. LZ35ΔgdmAI.,  24  (5): [PMID:24507923] [10.1016/j.bmcl.2014.01.037]

Source

Source(1):

• Scientific Literature