5,6,7-trimethoxy-1,2,3,8-tetrahydro-benzo[a]pyrrolo[3,4-c]-carbazol-1,3-dione

ID: ALA380898

Chembl Id: CHEMBL380898

PubChem CID: 44407326

Max Phase: Preclinical

Molecular Formula: C21H16N2O5

Molecular Weight: 376.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c3c(c4c5ccccc5[nH]c4c2c(OC)c1OC)C(=O)NC3=O

Standard InChI:  InChI=1S/C21H16N2O5/c1-26-12-8-10-14-16(21(25)23-20(14)24)13-9-6-4-5-7-11(9)22-17(13)15(10)19(28-3)18(12)27-2/h4-8,22H,1-3H3,(H,23,24,25)

Standard InChI Key:  WMBYWABZHUPZDB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA380898

   5,6,7-Trimethoxy-1,2,3,8-tetrahydro-benzo[a]pyrrolo[3,4-c]-carbazol-1,3-dione

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: 376.37

Molecular Weight (Monoisotopic): 376.1059

AlogP: 3.38

#Rotatable Bonds: 3

Polar Surface Area: 89.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.27

CX Basic pKa: ┄

CX LogP: 2.33

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: 0.65

References

1. Peifer C, Stoiber T, Unger E, Totzke F, Schächtele C, Marmé D, Brenk R, Klebe G, Schollmeyer D, Dannhardt G..  (2006)  Design, synthesis, and biological evaluation of 3,4-diarylmaleimides as angiogenesis inhibitors.,  49  (4): [PMID:16480264] [10.1021/jm0580297]

Source

Source(1):

• Scientific Literature