IMPPAT Phytochemical information: 
10-Bromo-5,12-dihydroindolo[2,3-g]carbazole-2,3-diol
10-Bromo-5,12-dihydroindolo[2,3-g]carbazole-2,3-diol
Summary

SMILES: Brc1ccc2c(c1)[nH]c1c2ccc2c1c1cc(O)c(cc1[nH]2)O
InChI: InChI=1S/C18H11BrN2O2/c19-8-1-2-9-10-3-4-12-17(18(10)21-13(9)5-8)11-6-15(22)16(23)7-14(11)20-12/h1-7,20-23H
InChIKey: TYGUTURXHKSOBP-UHFFFAOYSA-N
DeepSMILES: Brcccccc6)[nH]cc5cccc6cccO)ccc6[nH]9)))O
Scaffold Graph/Node/Bond level: c1ccc2c(c1)[nH]c1c2ccc2[nH]c3ccccc3c21
Scaffold Graph/Node level: C1CCC2C(C1)NC1C2CCC2NC3CCCCC3C21
Scaffold Graph level: C1CCC2C(C1)CC1C2CCC2CC3CCCCC3C21
Functional groups: cBr; c[nH]c; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Carbazoles
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carbazole alkaloids|Carboline alkaloids
Synonymous chemical names:
bis-indole alkaloid, asteropusazole a
External chemical identifiers:
CID:CID_71447337; ChEMBL:CHEMBL2431343
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
10-Bromo-5,12-dihydroindolo[2,3-g]carbazole-2,3-diol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 367.2
Log P RDKit 5.13
Topological polar surface area (Å2) RDKit 72.04
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 5
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
10-Bromo-5,12-dihydroindolo[2,3-g]carbazole-2,3-diol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.29
10-Bromo-5,12-dihydroindolo[2,3-g]carbazole-2,3-diol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.11
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes