Bisdionin B

ID: ALA1232048

Chembl Id: CHEMBL1232048

Cas Number: 97980-46-6

PubChem CID: 1274111

Max Phase: Preclinical

Molecular Formula: C16H18N8O4

Molecular Weight: 386.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Bisdionin B | 1,1'-ETHANE-1,2-DIYLBIS(3,7-DIMETHYL-3,7-DIHYDRO-1H-PURINE-2,6-DIONE)|97980-46-6|CHEMBL1232048|1-[2-(3,7-dimethyl-2,6-dioxopurin-1-yl)ethyl]-3,7-dimethylpurine-2,6-dione|Bisdionin B|2iuz|B I Koffein|1-(2-(THEOBROMINE-1-YL)ETHYL)-BROMINE|Oprea1_512185|D1H|DTXSID30361555|BDBM50388141|CCG-22630|AKOS001715542|Q27459039|1,1'-(1,2-ethanediyl)bis(3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione)|1,1'-(ethane-1,2-diyl)bis(3,7-dimethyl-1H-purine-2,6(3H,7H)-dione)|1-[2-(3,7-DIMETHYL-2,6-DIOXO-2,Show More⌵

Canonical SMILES:  Cn1cnc2c1c(=O)n(CCn1c(=O)c3c(ncn3C)n(C)c1=O)c(=O)n2C

Standard InChI:  InChI=1S/C16H18N8O4/c1-19-7-17-11-9(19)13(25)23(15(27)21(11)3)5-6-24-14(26)10-12(18-8-20(10)2)22(4)16(24)28/h7-8H,5-6H2,1-4H3

Standard InChI Key:  DHOOHIKQTUGDOW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1232048

   BISDIONIN B

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: 386.37

Molecular Weight (Monoisotopic): 386.1451

AlogP: -2.12

#Rotatable Bonds: 3

Polar Surface Area: 123.64

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.26

CX LogD: -1.26

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: -0.74

References

1. Schüttelkopf AW, Andersen OA, Rao FV, Allwood M, Rush CL, Eggleston IM, van Aalten DM..  (2011)  Bisdionin C-a rationally designed, submicromolar inhibitor of family 18 chitinases.,  2  (6): [PMID:24900325] [10.1021/ml200008b]

Source

Source(1):

• Scientific Literature