UCSF

ZINC00643143

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
July 25th, 2004 36 No

Popular Name: Ketoconazole Ketoconazole

Find On: PubMed — Wikipedia — Google

CAS Number: 65277-42-1

Download: MOL2 SDF SMILES Flexibase

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 3.77 12.69 -45.94 1 8 1 70 532.448 7 ↓

Vendor Notes

Note Type Comments Provided By
ALOGPS_SOLUBILITY 9.31e-03 g/l DrugBank-approved
Therapy antifungal SMDC MicroSource
therap antifungal, PXR/SRC1 & CAR/SRC1 inhibitor MicroSource Spectrum
UniProt Database Links CP121_MYCTU; CP51_YEAST; ECM33_CANAL; FHN1_YEAST; MOD5_YEAST; PGA10_CANAL; PGA7_CANAL; QDR1_YEAST; RBT5_CANAL; RDS2_YEAST ChEBI
Patent Database Links EP0862917; EP1229034; EP1438962; EP1514877; EP1588702; EP1611879; EP1632239; EP1634607; EP1637132; EP1639994; EP1645287; EP1685843; EP1712220; EP1738759; EP1829534; EP1839648; EP1842532; EP1857113; EP1864657; EP1886695; EP1894559; EP1895012; EP1923043; EP ChEBI

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
C11B1-1-E Cytochrome P450 11B1 (cluster #1 Of 2), Eukaryotic Eukaryotes 135 0.27 Binding ≤ 10μM
CP11A-2-E Cytochrome P450 11A1 (cluster #2 Of 2), Eukaryotic Eukaryotes 3920 0.21 Binding ≤ 10μM
CP17A-1-E Cytochrome P450 17A1 (cluster #1 Of 2), Eukaryotic Eukaryotes 2040 0.22 Binding ≤ 10μM
CP21A-1-E Cytochrome P450 21 (cluster #1 Of 1), Eukaryotic Eukaryotes 6570 0.20 Binding ≤ 10μM
CP51A-1-E Cytochrome P450 51 (cluster #1 Of 2), Eukaryotic Eukaryotes 1370 0.23 Binding ≤ 10μM
CP7A1-1-E Cytochrome P450 7A1 (cluster #1 Of 1), Eukaryotic Eukaryotes 1250 0.23 Binding ≤ 10μM
CP2A2-1-E Cytochrome P450 2A2 (cluster #1 Of 1), Eukaryotic Eukaryotes 728 0.24 ADME/T ≤ 10μM
CP3A4-2-E Cytochrome P450 3A4 (cluster #2 Of 4), Eukaryotic Eukaryotes 897 0.24 ADME/T ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
C11B1_BOVIN P15150 Cytochrome P450 11B1, Bovin 135 0.27 Binding ≤ 1μM
CP11A_RAT P14137 Cytochrome P450 11A1, Rat 3920 0.21 Binding ≤ 10μM
C11B1_BOVIN P15150 Cytochrome P450 11B1, Bovin 135 0.27 Binding ≤ 10μM
CP17A_RAT P11715 Cytochrome P450 17A1, Rat 2040 0.22 Binding ≤ 10μM
CP17A_HUMAN P05093 Cytochrome P450 17A1, Human 2040 0.22 Binding ≤ 10μM
CP21A_HUMAN P08686 Cytochrome P450 21, Human 6570 0.20 Binding ≤ 10μM
CP51A_RAT Q64654 Cytochrome P450 51, Rat 1370 0.23 Binding ≤ 10μM
CP7A1_RAT P18125 Cytochrome P450 7A1, Rat 1250 0.23 Binding ≤ 10μM
CP2A2_RAT P15149 Cytochrome P450 2A2, Rat 728 0.24 ADME/T ≤ 10μM
CP3A4_HUMAN P08684 Cytochrome P450 3A4, Human 897 0.24 ADME/T ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Activation of gene expression by SREBF (SREBP)
Aflatoxin activation and detoxification
Androgen biosynthesis
Cholesterol biosynthesis
Endogenous sterols
Glucocorticoid biosynthesis
Mineralocorticoid biosynthesis
PPARA activates gene expression
Pregnenolone biosynthesis
Synthesis of bile acids and bile salts via 7alpha-hydroxycholesterol
Xenobiotics

Analogs ( Draw Identity 99% 90% 80% 70% )